Tag: M.W=100-200

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Quality Control of 3-Hydroxy-2,2-dimethylpropanal

116 parts by mass of pentaerythritol was dissolved in 1800 parts by mass of water, and methanesulfonic acid (a product of Wako Pure Chemical Industries Ltd.) was added thereto to make the resultant solution at pH 1.6. To the solution, 290 parts by mass of the HPA aqueous solution A prepared in Production Example 2 was added dropwise over 3 hours. A reaction temperature was set to 90 C. After completing the dropwise addition, the resultant solution was aged at 90 C. for 12 hours. After completing the aging, the resultant reaction solution was divided into 765 parts by mass and 1441 parts by mass, and the 1441 parts by mass of the reaction solution was solid-liquid separated to obtain 183 parts by mass of wet spiroglycol and 1130 parts by mass of a filtrate. Thereafter, the thus obtained wet spiroglycol was neutralized and washed with 500 parts by mass of a 500 ppm sodium hydroxide aqueous solution, and subsequently the resultant was washed with 500 parts by mass of water. Thereafter, the spiroglycol was dried. Incidentally, the 765 parts by mass of the reaction solution also contains spiroglycol crystals, and the spiroglycol crystals work as a seed crystal in the reaction of the subsequent second and later cycles. (Second to Fifteenth Cycles of Spiroglycol Synthesis) (0159) 765 parts by mass of the reaction solution obtained in the reaction of the first cycle, 1000 parts by mass of the filtrate obtained in the reaction of the first cycle, 25 parts by mass of water, 116 parts by mass of pentaerythritol and 0.7 parts by mass of methanesulfonic acid were mixed. Here, the resultant solution had pH 1.6. To this solution, 290 parts by mass of the HPA aqueous solution A was added dropwise over 3 hours. A reaction temperature was set to 90 C. After completing the dropwise addition, the resultant was aged at 90 C. for 3 hours. After completing the aging, the resultant reaction solution was divided into 765 parts by mass and remaining 1431.7 parts by mass, and the 1431.7 parts by mass of the reaction solution was solid-liquid separated to obtain 244 parts by mass of wet spiroglycol and 1083 parts by mass of a filtrate. (0160) Then, also in the reaction of the third and later cycles, the reaction was repeatedly performed by mixing 765 parts by mass of the reaction solution obtained in the previous cycle, 1000 parts by mass of the filtrate, 25 parts by mass of water, 116 parts by mass of pentaerythritol and 0.7 parts by mass of methanesulfonic acid, and adding 290 parts by mass of the HPA aqueous solution A dropwise thereto over 3 hours. In the reaction of each cycle, about 80 to 90% by mass of the mother liquor of the whole reaction solution obtained in the previous cycle was used in the reaction of the next cycle. This synthesis reaction was repeatedly performed, and a stable mother liquor composition was obtained. In the reaction of the fifteenth cycle, the dried spiroglycol was obtained in an amount of 236 parts by mass in total. The yield of the spiroglycol based on the charged pentaerythritol (excluding the pentaerythritol contained in the filtrate) was 91.7% by mol.The same synthesis as that of Reference Example 5 was performed by mixing 765 parts by mass of the reaction solution obtained in the reaction of the fifteenth cycle of Reference Example 5, 1000 parts by mass of the filtrate, 25 parts by mass of water, 116 parts by mass of pentaerythritol and 0.7 parts by mass of methanesulfonic acid, and adding 290 parts by mass of the HPA aqueous solution A dropwise thereto over 3 hours (corresponding to the first cycle of SPG synthesis illustrated in FIGS. 1 and 2). Then, 765 parts by mass of the reaction solution obtained by the reaction of this first cycle was used and mixed with 1000 parts by mass of the filtrate, 25 parts by mass of water, 116 parts by mass of pentaerythritol and 0.7 parts by mass of methanesulfonic acid, and 290 parts by mass of the HPA aqueous solution A was added dropwise over 3 hours to repeatedly perform the synthesis reaction of spiroglycol. This spiroglycol synthesis reaction was further repeated until an impurity concentration in the resultant spiroglycol was stabilized. (0163) The gas chromatographic purity of the spiroglycol obtained in the eleventh cycle of the SPG synthesis was found to be 99.58 area % of spiroglycol, with 0.01 area % of dioxane triol monoformal, 0.11 area % of hydroxypivalaldehyde neopentyl glycol acetal and 0.14 area % of spiro monoalcohol. The results are shown in Table 1. Besides, the transition of the impurity concentration in the spiroglycol is illustrated in FIGS. 1 and 2.

With the rapid development of chemical substances, we look forward to future research findings about 597-31-9.

Reference:
Patent; Mitsubishi Gas Chemical Company, Inc.; YAMANE, Masahiro; (16 pag.)US2019/55259; (2019); A1;,
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Electric Literature of 530-91-6 , The common heterocyclic compound, 530-91-6, name is 1,2,3,4-Tetrahydronaphthalen-2-ol, molecular formula is C10H12O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a stuffed solution of 1,2,3,4-tetrahydronaphthalen-2-ol (250 mg, 1.68 mmol) in DCM (5 mL) was added triethylamine (1.17 mL, 8.50 mmol) at 0 C followed by addition of mesyl chloride (0.26 mL, 3.35 mmol). The reaction mixture was then stirred at 0 C for 2 h. The reaction was monitored by ?H NMR. After completion of reaction, the mixture was quenched with ice, and extracted with DCM (2×50 mL). The combined organic layer was dried over sodium sulfate and concentrated to afford 340 mg of 1 ,2,3,4-tetrahydronaphthalen- 2-yl methanesulfonate as a brown liquid which was taken to the next step without further purification.

The synthetic route of 530-91-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; GREEN, Michael, John; PHAM, Son, Minh; PUJALA, Brahmam; AGARWAL, Anil, Kumar; NAYAK, Ajan, Kumar; KHARE, Sweta; GUGULOTH, Rambabu; RANDIVE, Nitin, Atmaram; WO2015/58084; (2015); A1;,
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Reference of 612-16-8 ,Some common heterocyclic compound, 612-16-8, molecular formula is C8H10O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: In a round-bottom flask, benzylic alcohol 1a (10 mmol, 2.0 equiv.), benzenesulfonyl chloride 2a (13 mmol, 1.3 equiv.) and NMP (2.5 equiv.). Then, DCE (3 mL) were added. The mixture was stirred at 80 C for 1.5 h. After completion of the reaction (monitoredby TLC), water (10 mL) was added and the mixture was extracted with ethyl acetate (3*10 mL). The combined organic phase was dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure. The crude product was purified by flash chromatography on silica gel to give the desired alkyl chlorides 3.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 612-16-8, (2-Methoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zheng, Dagui; Mao, Liu-Liang; Zhu, Xian-Hong; Zhou, An-Xi; Synthetic Communications; vol. 48; 21; (2018); p. 2793 – 2800;,
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Reference of 202925-10-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 202925-10-8, name is (4-Chloro-3-fluorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 229 4- ( (4-Chloro-3-fluorobenzyl) oxy) -1- (2-ethyl-l-methyl-lH- benzimidazol-6-yl) yridin-2 ( 1H) -one To a solution of 1- (2-ethyl-l-methyl-lH-benzimidazol-6- yl) -4-hydroxypyridin-2 ( 1H) -one (500 mg) , (4-chloro-3- fluorophenyl) methanol (596 mg) and tributylphosphine (1.13 g) in THF (20 ml) was added 1, 1′ – (azodicarbonyl) dipiperidine (1.41 g) , and the reaction mixture was stirred at 60C for 2 h. The reaction mixture was cooled to room temperature. The mixture was poured into water and extracted with EtOAc. The extract was washed with brine, dried over MgS04, concentrated and purified by NH silica gel column chromatography (hexane/EtOAc then EtOAc/MeOH) . ‘The resulting solid was recrystallized from EtOH-water to give the title compound (265 mg) as a white solid. MS (ESI+) : [M+H] + 412.3. 1H NMR (400 MHz, DMSO-d6) : delta 1.33 (3H, t, J = 7.5 Hz), 2.90 (2H, q, J = 7.5 Hz), 3.74 (3H, s) , 5.18 (2H, s), 5.97 (1H, d, J = 2.6 Hz), 6.12 (1H, dd, J = 2.4, 7.5 Hz), 7.07 (1H, d, J = 8.4 Hz), 7.35 (1H, d, J = 8.5 Hz), 7.52-7.57 (2H, m) , 7.60 (2H, dd, J = 4.8, 7.8 Hz), 7.66 (1H, t, J = 8.2 Hz).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 202925-10-8, (4-Chloro-3-fluorophenyl)methanol.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; MAEKAWA, Tsuyoshi; KAKEGAWA, Keiko; YASUMA, Tsuneo; KINA, Asato; AIDA, Jumpei; KHAMRAI, Uttam; KUNDU, Mrinalkanti; WO2013/105676; (2013); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 115-20-8, name is Trichloroethanol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 115-20-8

1. t-BOC-L-Alanine 2,2,2-Trichloroethyl Ester t-BOC-L-Alanine was treated with N,N’-carbonyldiimidazole in DMF followed by 2,2,2-trichloroethanol. After the reaction was complete the solvent was removed, the residue dissolved in EtOAc and the EtOAc layer washed with water, dilute hydrochloric acid and 5% sodium bicarbonate. The EtOAc layer was dried with magnesium sulfate then evaporated to give the product.

With the rapid development of chemical substances, we look forward to future research findings about 115-20-8.

Reference:
Patent; Mallinckrodt, Inc.; US4406832; (1983); A;,
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Application of 2503-56-2 ,Some common heterocyclic compound, 2503-56-2, molecular formula is C6H6N4O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

[0171] Compounds 4c. 5-Methyl-pyrazolo[l,5-alpha]pyrimidin-7-ol/7-Methyl-imidazo[l,2- alpha]pyrimidin-5-ol/5-Methyl-[l,2,4]triazolo[l,5-alpha]-pyrimidin-7-ol (3c) (6.5 mmol) was added to 1.82 ml (19.5 mmol) of phosphorus oxychloride and heated under reflux for 30-60 minutes, in a round bottom flask, during which time the solid dissolved and hydrogen chloride was evolved. Excess phosphorus oxychloride was removed by distillation at reduced pressure on a steam-bath and the residue triturated with ice water. Product was extracted from the aqueous mixture with methylene chloride, evaporated and purified by column chromatography using 60% EtOAc/Hexane at a yield of 42-70%.[0172] 7-Chloro-5-methyl-[l,2,4]triazolo[l,5-alpha]pyrimidine (4c). mp. 150 0C. 1H NMR (300 MHz, CDCl3): delta 8.50 (s, IH), 7.15 (s, IH), 2.75 (s, 3H). MS mlz 169.1 (M + H+).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 2503-56-2, 7-Hydroxy-5-methyl-1,3,4-triazaindolizine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOARD OF REGENTS, UNIVERSITY OF TEXAS SYSTEM; UNIVERSITY OF WASHINGTON; WO2009/82691; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.115-20-8, name is Trichloroethanol, molecular formula is C2H3Cl3O, molecular weight is 149.4, as common compound, the synthetic route is as follows.SDS of cas: 115-20-8

A mixture of CLTAM (1.0 g, 2.59 mmol) and K2C03 (0.39 g, 2.85 mmol) in 2.2,2-trichloroethanol (5 mL) was stirred at room temperature for 16 hours. Water (70 mL) was added, then product was extracted to MeTHF (3 x 20 mL), combined organic layers ware dried over MgS04, and then concentrated to afford crude product, which was purified by chromatography (Si02, hexane:EtOAc) to afford title compound as white powder (1.00 g, 78% yield). MP 1 18C; MS (ESI) mlz: 498 [MH]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,115-20-8, Trichloroethanol, and friends who are interested can also refer to it.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; ZUPANCIC, Borut; MARAS, Nenad; STERK, Damjan; WO2013/60837; (2013); A1;,
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Electric Literature of 122763-67-1, Adding some certain compound to certain chemical reactions, such as: 122763-67-1, name is tert-Butyl 3-hydroxypent-4-enoate,molecular formula is C9H16O3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 122763-67-1.

[0216] To a solution of tert-butyl 3-hydroxypent-4-enoate, XL VI (674 mg, 3.92 mmol) in DCM (15 mL) was added diisopropylallylboronate XLV(2 g, 11.76 mmol) via syringe. To the mixture was then added Grubbs’ first generation catalyst (260 mg, 0.31 mmol, 7.5 mol%) and the vessel was purged with argon. The reaction was heated at 65 C under nitrogen for 18h. The mixture was concentrated under vacuum and the residue was purified by flash column chromatography (100% hexane?30% EtOAc/hexane) to afford tert-butyl 2-(2- hydroxy-3,6-dihydro-2H-l,2-oxaborinin-6-yl)acetate XL VII (770 mg, 3.63 mmol, 92.7% yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 122763-67-1, tert-Butyl 3-hydroxypent-4-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; REMPEX PHARMACEUTICALS, INC.; DUDLEY, Michael, N.; HECKER, Scott; RODNY, Olga; WO2013/122888; (2013); A2;,
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Synthetic Route of 617-94-7, Adding some certain compound to certain chemical reactions, such as: 617-94-7, name is 2-Phenyl-2-propanol,molecular formula is C9H12O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 617-94-7.

EXAMPLE 27 N-((lR,2S)-2-((S)-4-(4-Chlorophenyl)-4-hydroxy-3,3-dimethylpiperidine-l- carbonyl)cyclohexyl)-c/s-3,4-dihydroxycyclopentanecarboxamideStep 1: 2-Phenylpropan-2-yl 2,2,2-trichloroacetimidate [00167] A suspension of 60% sodium hydride in mineral oil (0.42 g, 10.50 mmol) in diethyl ether (10 mL) was treated with the dropwise addition of a solution of 2- phenylpropan-2-ol (12.02 mL, 86 mmol) in diethyl ether (30 mL). Upon completion of addition, the mixture was stirred for 30 minutes, during which time a nearly clear solution was observed. After this time, the mixture was cooled to 0 0C and then treated with the dropwise addition of trichloroacetonitrile (8.18 mL, 82 mmol), which caused the mixture to turn dark brown. The reaction was allowed to warm to room temperature over 1 hour, and then was concentrated in vacuo to yield a residue. The residue was dissolved in hexanes (10 mL) and treated with methanol (0.424 mL, 10.48 mmol), and the resulting mixture was stirred vigorously for 5 minutes. The resulting black suspension was filtered through glass fiberglass filter paper, and the collected solids were rinsed 3X with hexanes. The combined filtrates were concentrated in vacuo to yield 2-phenylpropan-2-yl 2,2,2-trichloroacetimidate (23.8 g, 85 mmol, 99 % yield) as an amber oil which was used as-is in the next step.

According to the analysis of related databases, 617-94-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/15166; (2009); A1;,
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Reference of 349-75-7 ,Some common heterocyclic compound, 349-75-7, molecular formula is C8H7F3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: To a 100 mL two-necked flask was added substituted benzylalcohol or 4,6-dimethylpyrimidine-2-thiol (2.60 mmol), NaOH (6.40 g, 1.60 mmol) and dimethylsulfoxide (30 mL). The flask was vacuumed and flushed three times with nitrogen. Then the solutionof 8 (0.20 g, 0.87 mmol) in dimethylsulfoxide (510 mL) was added, and the resulting mixture was heated to 80 C and kept at that temperature for approximately 12 h until the completion of the reaction (monitored by TLC). Subsequently, the mixture was cooled to room temperature and diluted with ethyl acetate (100 mL). The mixture was washed with brine to pH 7, and the organic phase was dried with anhydrous sodium sulfate. The organic phase was concentrated to get crude product, which was purified by column chromatography (ethyl acetate/ petroleumether 1:30 as eluent) to get 4a-ac in yields of 27.3-75.1%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 349-75-7, (3-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lu, Huan-Huan; Xue, Ping; Zhu, Yuan-Yuan; Ju, Xiu-Lian; Zheng, Xiao-Jiao; Zhang, Xun; Xiao, Ting; Pannecouque, Christophe; Li, Ting-Ting; Gu, Shuang-Xi; Bioorganic and Medicinal Chemistry; vol. 25; 8; (2017); p. 2491 – 2497;,
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