Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 623-04-1, (4-Aminophenyl)methanol, 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, 623-04-1, blongs to alcohols-buliding-blocks compound. Safety of (4-Aminophenyl)methanol

Dissolve p-aminobenzyl alcohol (1.20 g, 9.7 mmol) in distilled water (3 mL).Concentrated hydrochloric acid (36% HCl, 3 mL) was added,An aqueous solution (10 mL) of sodium nitrite (NaNO2, 0.69 g, 10.0 mmol) was slowly added dropwise at 0C.After 30 min, a solution of sodium azide (NaN3, 0.78 g, 12.0 mmol) in water (10 mL) was slowly added dropwise.Then stir at room temperature for 14-16 hours, extract three times with ethyl acetate, dry, and spin down to remove ethyl acetate.The obtained p-azidobenzyl alcohol (1.32 g, yield 88.5%) was used directly for the next reaction.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Patent; Nankai University; Li Changhua; Chen Haoliang; (17 pag.)CN107417714; (2017); A;,
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Electric Literature of 19064-18-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 19064-18-7, name is (2,6-Difluorophenyl)methanol. A new synthetic method of this compound is introduced below.

Example 33 Preparation of 5-(2,2-difluoro-6-methylbenzo[d]1,3-dioxolen-5-yl)-2-[2,6-difluorophenyl)methoxy]pyrimidine (62) To a solution of 2,6-difluorobenzyl alcohol (288 mg, 2 mmol) in 10 ml dry THF was added sodium hydride (80 mg, 60% mineral oil dispersion, 2 mmol). The resulting suspension was stirred at r.t. for 30 min before addition of 2,5-dibromopyrimidine (476 mg, 2 mmol). After stirred for 1 h at r.t. the reaction mixture was diluted with EA, worked up with aqueous sodium bicarbonate/brine. The organic phase was dried over sodium sulfate, concentrated, subjected to silica gel flash column using hexane and EA as eluents to give 290 mg 60 as white solid (yield: 48%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19064-18-7, (2,6-Difluorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; CalciMedica, Inc.; US2012/316182; (2012); A1;,
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Reference of 928-51-8 , The common heterocyclic compound, 928-51-8, name is 4-Chlorobutan-1-ol, molecular formula is C4H9ClO, 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.

REFERENCE EXAMPLE 2 5,5,5-triphenylpentanol t-Butylchlorodimethylsilane (8.3 g, 55 mmol) was added to a stirred mixture of 4-chlorobutanol (5.0 mL, 50 mmol), silver nitrate (12.8 g, 75.1 mmol), and pyridine (4.0 mL, 50 mmol) in 40 mL of dry THF. After 4 hr, the reaction mixture was filtered through Celite and evaporated to give a yellow oil. The material was purified by distillation to provide 4-chlorobutyl t-butyldimethylsilyl ether as a colorless oil (11 g, quantitative).

The synthetic route of 928-51-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Demers; James P.; Johnson; Sigmond; Weidner-Wells; Michele Ann; Kanojia; Ramesh M.; Fraga; Stephanie A.; Klaubert; Dieter; US5874436; (1999); A;,
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Reference of 23147-58-2 , The common heterocyclic compound, 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, 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.

[0623j To a solution of 1 -(tert-butyl)-N-(2-methyl-4-(6-((4,5 ,6,7-tetrahydropyrazolo [1,5 – a]pyrazin-2-yl)amino)pyrimidin-4-yl)benzyl)- 1H-pyrazole-4-carboxamide (240 mg, 0.49 mmol) and Et3N (69 uL, 0.49 mmol) in 1,2-dichioroethane (4.0 mL), was added AcOH (28 uL, 0.49 mmol), [1,4]dioxane-2,5-diol (89 mg, 0.74 mmol) and sodium triacetoxyborohydride (200mg, 0.99 mmol). The reaction mixture was stirred at rt for 1 h, extracted with EtOAc, and washed with aqueous NaHCO3 and brine. The organic layer was separated, dried (MgSO4), filtered and concentrated in vacuo to afford a residue which was purified by reverse phase chromatography (CH3CN/H20 with 0.05% TFA as mobile phase) to give the title compound as a white powder (178 mg, yield: 51% as TFA salt). LCMS: RT 0.85 mm.; MH+ 530.3; ?H NMR (400 MHz, DMSO-d6) 5: 10.41 (br. s., 1H), 8.73 (d, J = 1.00 Hz, 1H), 8.51 (t, J = 5.77 Hz, 1H), 8.32 (d, J = 0.75 Hz, 1H), 7.92 (d, J = 0.50 Hz, 1H), 7.71 – 7.87 (m, 1H), 7.63 (br. s., 1H), 7.39 (d, J = 8.03 Hz, 1H), 6.52 (br. s., 1H), 4.17 – 4.76 (m, 6H), 3.65 – 3.97 (m, 4H), 3.38 (br. s., 2H), 2.41 (s, 3H), 1.53 (s, 9H).

The synthetic route of 23147-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
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Synthetic Route of 6214-44-4, 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. 6214-44-4, name is (4-Ethoxyphenyl)methanol, molecular formula is C9H12O2, 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.

General procedure: All oxidation experiments are performed in a 120 mL autoclave equipped with the magnetic stirring and automatic temperature control. A typical procedure for the oxidation of 1 is as follows: a CH2Cl2 (10 mL) solution of 1 (1.0 g, 9.2 mmol), NBS (3.0 mol%), DDQ (7.0 mol%), and NaNO2 (10.0 mol%) is charged into the reactor, and the atmosphere inside is replaced with the pure oxygen after the reactor is sealed. Under stirring, oxygen is charged to 0.3 MPa at room temperature and the autoclave is preheated to 90 C, and then kept for 2 h. After reaction, the autoclave was cooled and the mixture is analyzed by GC and GC-MS after the excess gas (unreacted oxygen and little nitrogen oxide) is purged.

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 6214-44-4, (4-Ethoxyphenyl)methanol.

Reference:
Article; Tong, Xinli; Sun, Yongfa; Yan, Yongtao; Luo, Xuan; Liu, Jinbiao; Wu, Zhidong; Journal of Molecular Catalysis A: Chemical; vol. 391; 1; (2014); p. 1 – 6;,
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Application of 6329-73-3, 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.6329-73-3, name is 1-(Benzo[d][1,3]dioxol-5-yl)ethanol, molecular formula is C9H10O3, molecular weight is 166.1739, as common compound, the synthetic route is as follows.

General procedure: In an oven dried Schlenk tube, were added alcohol 1 (69.0-199.5 mg, 0.5 mmol), CuI (10 mol%)and 1,10-Phenanthroline (20 mol%) and K3PO4 (2 mmol) followed by the addition of dioxane (2mL) at room temperature under open air atmosphere. The stirred reaction mixture was heated inan oil bath at 80 C for 7-48 h. Progress of the reaction was monitored by TLC till the reaction iscompleted. Then, the reaction mixture was cooled to room temperature, quenched with aqueousNH4Cl solution and then extracted with CH2Cl2 (3 10 mL). The organic layer was washed withsaturated NaCl solution, dried (Na2SO4), and filtered. Evaporation of the solvent under reducedpressure and purification of the crude material by silica gel column chromatography (petroleumether/ethyl acetate) furnished the aldehyde/ketone 2 (61-97%).

Statistics shows that 6329-73-3 is playing an increasingly important role. we look forward to future research findings about 1-(Benzo[d][1,3]dioxol-5-yl)ethanol.

Reference:
Article; Reddy, Alavala Gopi Krishna; Mahendar, Lodi; Satyanarayana, Gedu; Synthetic Communications; vol. 44; 14; (2014); p. 2076 – 2087;,
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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.623-04-1, name is (4-Aminophenyl)methanol, molecular formula is C7H9NO, molecular weight is 123.1525, as common compound, the synthetic route is as follows.Application In Synthesis of (4-Aminophenyl)methanol

portion of HBTU (1.6 g, 4.3 mmol) was added to a solution of Fmoc-Leu(OH) (1 g, 2.8 mmol) dissolved in 5 mL of 4% NMM in DMF and was left to stir under N2 for10 min. A portion of p-aminobenzyl alcohol (357 mg, 2.89 mmol) was then added to the reactionmixture under N2. After stirring for 5 h the reaction mixture was added to 50 mL of DCM andwashed 3 times with 50 mL of 10% LiCl in water. The organic layer was dried over sodiumsulphate and evaporated to dryness under vacuum. Flash silica-gel chromatography (3.5 %MeOH in CH2Cl2) afforded 1 as a white solid (954 mg, 69%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-04-1, (4-Aminophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Bakthavatsalam, Subha; Franz, Katherine J.; George, Daniel J.; Wiangnak, Petpailin; Zhang, Tian; Bioorganic and medicinal chemistry letters; (2020);,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2568-33-4, name is 3-Methylbutane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

(210a) 3-Hydroxy-3-methylbutanal Pyridinium chlorochromate (2.6 g, 12 mmol) and Celite (5 g) were sufficiently ground in a mortar and were suspended in methylene chloride (50 mL). To this mixture, a methylene chloride solution (10 mL) of 3-methyl-1,3-butanediol (1.1 g, 10 mmol) was added. The resulting mixture was stirred at room temperature for 3 hr and then filtered. The filtrate was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (Biotage, eluding solvent; hexane: ethyl acetate = 2: 3) to obtain 0.47 g (yield: 45%) of the title compound as a colorless oily material. 1H-NMR (400 MHz, CDCl3) delta ppm: 9.85 (1H, t, J = 2.0 Hz), 2.63 (2H, d, J = 2.0 Hz), 1.34 (6H, s).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 2568-33-4, 3-Methylbutane-1,3-diol.

Reference:
Patent; Sankyo Company, Limited; EP1798229; (2007); A1;,
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Related Products of 62058-03-1 , The common heterocyclic compound, 62058-03-1, name is trans-4-Aminoadamantan-1-ol, molecular formula is C10H17NO, 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 solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

The synthetic route of 62058-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
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Adding a certain compound to certain chemical reactions, such as: 5182-44-5, 2-(3-Chlorophenyl)ethanol, 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, 5182-44-5, blongs to alcohols-buliding-blocks compound. name: 2-(3-Chlorophenyl)ethanol

General procedure: 2.5mmol thiazole-4-carboxyli acid and 2.0mmol alcohol were dissolved in 25mL dichloromethane (DCM) in a dry flask with continuous stirring, followed by the addition of 2.5mmol 3-(3-dimethylaminopropyl) -1-ethylcarbodiimide hydrochloride. When the temperature of the reaction system cooled to 0C, 0.2mmol 4-dimethylaminopyridine was added dropwise and reacted for 1hat 0C. Then the temperature was elevated to room temperature for another 4h reaction. The reaction was stopped by adding 25mL saturated NaHCO3 solution and extracted twice with 20mL dichloromethane (2×20mL). The extracted organic layers were first dried by anhydrous Na2SO4, and then filtered and concentrated under vacuum distillation, obtaining the crude products. Finally, the crude products were further purified using column chromatography (ethy lacetate:petroleum ether, 1:5).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5182-44-5, its application will become more common.

Reference:
Article; Li, Shengrong; Chen, Siyu; Fan, Jilin; Cao, Zhen; Ouyang, Weihao; Tong, Ning; Hu, Xin; Hu, Jie; Li, Peishan; Feng, Zifeng; Huang, Xi; Li, Yuying; Xie, Mingshan; He, Ruikun; Jian, Jingyi; Wu, Biyuan; Xu, Chen; Wu, Weijian; Guo, Jialiang; Lin, Jing; Sun, Pinghua; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 64 – 73;,
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