Author: tianli

Synthetic Route of 4442-79-9 ,Some common heterocyclic compound, 4442-79-9, molecular formula is C8H16O, 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.

Example 10 l-(2-Cyclohexyl-l-hydroxyethyl)-2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-onePart A To a mixture of cyclohexylmethanol (5,0 mL, 36 mmol) and dichloromethane (27 mL) at 0 0C was added triethyl amine (27 mL), dimethyl sulfoxide (27 mL), and sulfur trioxide pyridine (8.5 g, 54 mmol). The reaction was stirred 2 hours before diluting with ethyl acetate and saturated aqueous ammonium chloride. The layers were separated and the aqueous layer was extracted with additional ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated to 12 g of cyclohexylacetaldehyde as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4442-79-9, its application will become more common.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/107771; (2006); A2;,
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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 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3,3,3-Trifluoropropan-1-ol

Example 91 6-[5-Bromo-6-(3,3,3-trifluoro-propoxy)-pyridin-2-ylmethyl]-5-methyl-[1,2,5]oxadiazolo[3,4-b]pyridin-7-ylamine 6-(5-Bromo-6-fluoro-pyridin-2-ylmethyl)-5-methyl-[1,2,5]oxadiazolo[3,4-b]pyridin-7-ylamine (example 22) (45.0 mg, 0.13 mmol), 3,3,3-trifluoro-propan-1-ol (151.8 mg, 1.33 mmol)) and cesium carbonate (108.4 mg, 0.33 mmol) are dissolved in 1.0 mL of tetrahydrofuran. and stirred at 120¡ã C. for 15 minutes. The reaction mixture is concentrated under reduced pressure and the residue is purified by RP-HPLC (modifier: ammonium hydroxide). Yield: 36 mg (62percent of theory) HPLC (Method 5): Retention time=0.89 min.; m/z=431, 433 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 2240-88-2.

Reference:
Patent; Boehringer Ingelheim International GmbH; GODBOUT, Cedrickx; TRIESELMANN, Thomas; VINTONYAK, Viktor; (84 pag.)US2018/37594; (2018); A1;,
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Reference of 16545-68-9, 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. 16545-68-9, name is Cyclopropanol, molecular formula is C3H6O, 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.

2,6-dichloro-9-cyclopropylpurine2,6-Dichloropurine (1 mmol), triphenylphosphine (1.3 mmol), tetrahydrofurane (5 ml) and cyclopropanol (5 mmol) were stirred at it under nitrogen to give clear yellowish solution, which was then cooled to 0 C and diisopropyldiazadicarboxylate (DIAD; 1.3 mmol) was added via syringe. The reaction mixture was then stirred at rt for 12 h. After evaporation of the solvents the product was extracted with diethylether and purified by column chromatography (silicagel, 1% MeOH in CHCl3). Crystallization from methanol gave the product in yield 35 %, mp 121-124 C.

According to the analysis of related databases, 16545-68-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERZITA PALACKEHO V OLOMOUCI; BIOPATTERNS s.r.o.; ZATLOUKAL, Marek; KRYSTOF, Vladimir; HAVLICEK, Libor; POPA, Igor; DOLEZAL, Karel; STRNAD, Miroslav; WO2010/139289; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 33420-52-9, 2,2-Difluoropropan-1-ol, 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, 33420-52-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 33420-52-9

To a cooled (0 C) solution of 2,2-difluoropropan-1-ol (193 mg, 2.010 mmol) and pyridine (0.163 mL, 2.010 mmol) in CH3CN (20 mL) was added dropwise Tf2O (0.312 mL, 1.849 mmol). The reaction was maintained at 0 C for 30 min. To a suspension of 5-((2-(benzyloxy)-4,6-dimethylpyridin-3-yl)methyl)-3-methyl- 2-(1-(piperidin-4-yl)propyl)-6,7-dihydrothieno[3,2-c]pyridin-4(5H)-one (208 mg, 0.402 mmol) and K2CO3 (500 mg, 3.62 mmol) in CH3CN (20 mL) was added the above cold reaction mixture (containing 2,2-difluoropropyl trifluoromethanesulfonate). The reaction was allowed to warm to RT, then heated to 50 C overnight. The reaction was filtered and evaporated to dryness under vacuum. The residue was dissolved in EtOAc and the resultant solution was washed with water and brine, dried (MgSO4), filtered, and concentrated under vacuum to give an oil. A solution of the above oil in TFA (5 mL, 64.9 mmol) was maintained for 30 min, at which time it was concentrated. The reaction mixture was purified by preparative HPLC (5 to 60% MeCN: water with 0.1 % formic acid). The product containing fractions were treated with 6 M HC1 (0.5 mL) and concentrated to give 2-(1-(1-(2,2- difluoropropyl)piperidin-4-yl)propyl)-5-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3- yl)methyl)-3-methyl-6,7-dihydrothieno[3,2-c]pyridin-4(5H)-one (90 mg, 0.169 mmol, 42.1% yield) as white solid. 1H NMR (400 MHz, MeOH-d4) delta 7.07 (s, 1H), 4.82 (s, 2H), 3.88-3.99 (m, 2H), 3.72-3.86 (m, 3H), 3.65 (d, J=12.63 Hz, IH), 3.07-3.27 (m, 4H), 2.80- 2.91 (m, IH), 2.69 (s, 3H), 2.54 (s, 3H), 2.40 (s, 2H), 2.27 (d, J=14.15 Hz, IH), 2.00 (ddd, J=3.79, 7.20, 13.52 Hz, IH), 1.57-1.89 (m, 7H), 1.47 (ddd, J=7.07, 11.18, 13.58 Hz, IH), 0.80 (t, J=7.33 Hz, 3H). MS(ES) [M+H]+ 506.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33420-52-9, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; NEWLANDER, Kenneth Allen; TIAN, Xinrong; (112 pag.)WO2016/66697; (2016); A1;,
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Related Products of 64372-62-9, 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.64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol, molecular formula is C8H6ClF3O, molecular weight is 210.58, as common compound, the synthetic route is as follows.

General procedure: To a mixture of 12 (66 mg, 0.366 mmol) and the alcohol(0.549 mmol) in n-octane (3 mL) was added H-mont (260 mg), andthen the mixture was stirred at room temperature until the TLCindicated the consumption of the starting material. The reactionmixture was filtered to remove H-mont, and the filtrate wasevaporated under reduced pressure. The residue was purified byflash chromatography (petroleum ether/ethyl acetate 300:1 to200:1) to give the product. Following the procedure, 16f,g wereprepared.

Statistics shows that 64372-62-9 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethyl)benzyl alcohol.

Reference:
Article; Chen, Dongyin; Xu, Chang; Deng, Jie; Jiang, Chunhuan; Wen, Xiaoan; Kong, Lingyi; Zhang, Ji; Sun, Hongbin; Tetrahedron; vol. 70; 11; (2014); p. 1975 – 1983;,
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Application of 14002-80-3 ,Some common heterocyclic compound, 14002-80-3, molecular formula is C6H12O3, 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.

Compound 47F: 3-(4-lodopyrazol-1 -yl)-2,2-dimethylpropionic acid methyl esterA solution of 4-iodo-1 /-/-pyrazole (194 mg, 1 mmol), 3-hydroxy-2,2-dimethylpropionic acid methyl ester (200 mg, 1.5 mmol) and triphenylphosphine (393 mg, 1.5 mmol) in THF (5 mL) was treated with DIAD (0.3 mL, 1 .5 mmol) at room temperature. After 2h, the reaction mixture was concentrated and the crude residue was purified by column chromatography (Si02, 10% ethyl acetate/hexanes) to give 249 mg (81 %) of desired product as an oil. 1H NMR (5007.46 (s, 1 H), 3.69 (s, 2H), 3.55 (s, 3H), 1.18 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14002-80-3, its application will become more common.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; CREW, Andrew, P.; DONG, Hanqing; FERRARO, Caterina; SHERMAN, Dan; SIU, Kam, W.; WO2012/74951; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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, COA of Formula: C6H11ClO3, blongs to alcohols-buliding-blocks compound. COA of Formula: C6H11ClO3

EXAMPLE 1 Preparation of (S)-3-Hydroxy-gamma-butyrolactone To 500 g (3 mol) of ethyl (S)-4-chloro-3-hydroxybutyrate (produced by Takasago International Corporation; purity: 98percent; optical purity: 93percent ee) was added 1 l of 0.5N hydrochloric acid, and the solution was heated under reflux for 2 hours. After cooling, the reaction solution was neutralized with a 50percent aqueous solution of sodium hydroxide, and water was evaporated under reduced pressure. To the residual mixture of crystals and an oily substance was added 500 ml of ethyl acetate, followed by stirring. The crystals were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was distilled under reduced pressure to give 232 g of the title compound as a colorless substance (purity: 99percent; yield: 75percent). Boiling point: 140¡ã C./1 mmHg Optical rotation: [alpha]D24 =-79.53¡ã (c=2.07, ethanol) 1 H-NMR (CDCl3) delta ppm: 2.51 (1H, d, J=18 Hz), 2.76 (1H, dd, J=6, 18 Hz), 3.71 (1H, brs, OH), 4.31 (1H, d, J=10.3 Hz), 4.42 (1H, dd, J=4.4, 14.7 Hz), 4.65-4.69 (1H, m, CH–OH)

The synthetic route of 10488-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takasago International Corporation; US5780649; (1998); A;,
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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.1202577-61-4, name is trans-(4-(Trifluoromethyl)cyclohexyl)methanol, molecular formula is C8H13F3O, molecular weight is 182.18, as common compound, the synthetic route is as follows.Recommanded Product: 1202577-61-4

(45B) Methyl (3S)-3-ethoxy-3-(4-{[trans-4-(trifluoromethyl)cyclohexyl]methoxy}phenyl)propionateMethyl (3S)-3-ethoxy-3-(4-hydroxyphenyl)propionate (150 mg, 0.669 mmol) produced in Example 41 (41C) and [trans-4-(trifluoromethyl)cyclohexyl]methanol (183 mg, 1.00 mmol) produced in (45A) were dissolved in tetrahydrofuran (5 mL), and triphenylphosphine (350 mg, 1.34 mmol) and a 40% diethyl azodicarboxylate toluene solution (600 muL, 1.34 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50 C. for 3 hours.After the reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 80:20 (v/v)), whereby the objective title compound was obtained as a colorless oily substance (103 mg, yield: 40%).1H NMR (CDCl3, 400 MHz): delta1.07-1.17 (2H, m), 1.14 (3H, t, J=7.0 Hz), 1.30-1.43 (2H, m), 1.74-1.86 (1H, m), 1.95-2.05 (5H, m), 2.56 (1H, dd, J=5.1, 15.3 Hz), 2.81 (1H, dd, J=9.0, 15.3 Hz), 3.30-3.39 (2H, m), 3.67 (3H, s), 3.77 (2H, d, J=6.3 Hz), 4.68 (1H, dd, J=5.1, 9.0 Hz), 6.86 (2H, d, J=9.0 Hz), 7.25 (2H, d, J=9.0 Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1202577-61-4, trans-(4-(Trifluoromethyl)cyclohexyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; DAIICHI SANKYO COMPANY, LIMITED; US2011/53974; (2011); 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 3391-86-4, name is Oct-1-en-3-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Oct-1-en-3-ol

General procedure: In a Schlenk tube, 11.5 mg (4 105 mol) Na2CO310H2O wasdissolved in 4.6 mL H2O. After deoxygenation, 9.3 mg (2 105mol) [RuCl2(pta)(g6-p-cymene)] was added and the solution wasstirred for 15 min at 80 C. 310 lL (2.02 mmol) oct-1-en-3-ol wasinjected to the catalyst solution and the reaction mixture was stirredfurther at 80 C. At the end of the desired reaction time themixture was cooled and extracted with hexane under air. Theorganic phase was dried on MgSO4 and analyzed by gas chromatography.Products were identified by comparison of theirretention times to standards and the composition of the productmixture was calculated from peak areas.In recycling experiments, following extraction and phase separation,the aqueous phase was deoxygenated, heated to 80 C, anew batch of the substrate was added and the reaction was initiatedby stirring.

With the rapid development of chemical substances, we look forward to future research findings about 3391-86-4.

Reference:
Article; Bolyog-Nagy, Evelin; Udvardy, Antal; Barczane-Bertok, Agnes; Joo, Ferenc; Katho, Agnes; Inorganica Chimica Acta; vol. 455; (2017); p. 514 – 520;,
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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. 764-48-7, name is Ethylene Glycol Vinyl Ether. A new synthetic method of this compound is introduced below., category: alcohols-buliding-blocks

1) Production of 2-[(6-bromopyridin-2-yl)oxy]ethanol 8.81 g of ethylene glycol monovinyl ether was added to toluene (100 mL) suspension of 2.4 g of sodium hydride (55% to 72%), and 9.48 g of 2,6-dibromopyridine was added thereto and stirred overnight at 110 C. The reaction liquid was left cooled to room temperature, and water was added thereto to separate the organic layer. This was washed with saturated saline water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. 100 mL of methanol and 576 mg of p-toluenesulfonic acid hydrate were added to the resulting residue, and stirred for 5 hours. After this was concentrated under reduced pressure, aqueous saturated sodium hydrogencarbonate solution was added to it, and extracted with ethyl acetate. This was washed with saturated saline water, dried with anhydrous magnesium sulfate, concentrated under reduced pressure, and the resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 2/1) to obtain 7.74 g of the entitled compound as a colorless oily substance. 1H-NMR (400 MHz, CDCl3) delta: 7.45 (1H, t, J=7.5 Hz), 7.09 (1H, d, J=7.4 Hz), 6.74 (1H, d, J=8.2 Hz), 4.46 (2H, t, J=4.4 Hz), 3.96 (2H, t, J=4.4 Hz). ESI-MS Found: m/z[M+H]+ 218, 220.

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, 764-48-7, Ethylene Glycol Vinyl Ether.

Reference:
Patent; Sagara, Takeshi; Otsuki, Sachie; Sunami, Satoshi; Sakamoto, Toshihiro; Niiyama, Kenji; Yamamoto, Fuyuki; Yoshizumi, Takashi; Furuyama, Hidetomo; Goto, Yasuhiro; Bamba, Makoto; Takahashi, Keiji; Hirai, Hiroshi; Nishibata, Toshihide; US2007/254892; (2007); A1;,
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