Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

To a mixture of (2-bromo-4-fluorophenyl) methanol (1.80 g, 8.78 mmol) and DMF (30 mL) was added NaH (60% in oil, 428 mg, 10.70 mmol) at room temperature. After being stirred at room temperature for 5 min, Mel (0.82 mL, 13.11 mmol) was added to the mixture. After being stirred at room temperature overnight, the mixture was quenched with sat. NH4C1 aq. and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography (silica gel, eluted with 1% – 10% EtOAc in hexane) to give the title compound (1.620 g, 7.40 mmol, 84%) as a colorless oil. (3418) 1H NMR (300 MHz, CDC13) 5:3.46 (3H, s) , 4.48 (2H, s) , 7.04 (1H, td, J = 8.3, 2.6 Hz), 7.30 (1H, dd, J = 8.3, 2.6 Hz), 7.43 (1H, dd, J = 8.5, 6.2 Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
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Synthetic Route of 2043-47-2 ,Some common heterocyclic compound, 2043-47-2, molecular formula is C6H5F9O, 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.

18.8 g (71.1 mmol) of the fluorinated alcohol (Fluorochem Limited) and 8.63 g (85.3 mmol) of triethylamine are dissolved in 120 ml of dry toluene. 8.82 g (35.6 mmol) of 5- nitroisophthaloyl chloride is slowly added portionwise to the reaction mixture at 0-100C under nitrogen atmosphere. A large mass of a white solid is formed and as the reaction became difficult to stir, 280 ml of dry toluene is added. The reaction mixture is stirred at room temperature for 12 hours. Then water (300 ml) is added, the suspension is stirred for 1 hour and the solid is filtered off, washed repeatedly with water and dried in an oven to give14.9 g of the compound of formula 108, white solid, m.p. 91-92C. 1H NMR: (300 MHz, acetone-Gfe): delta = 9.00 (br s, ArH, 2H); 8.95 (br s, ArH, 1H); 4.83 (t, J = 6.0 Hz, OCH2CH2CF2, 4H); 3.05-2.80 (m, OCH2CH2CF2, 4H).

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. 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2006/82166; (2006); 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 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of 1-(2,6-Dichloro-3-fluorophenyl)ethanol

182 g of Compound 2 and 135 g of phthalic anhydride were dissolved in 124 mL of triethylamine, and 2 g of 4-dimethylaminopyridine (DMAP) was added.After refluxing for 2 hours, the heating was stopped.Cool to about 50 C and add 40 mL of ethyl acetate.Then adjust the pH to about 1.5 with 2N hydrochloric acid.Stir for another half an hour,a lot of white solids appear,Filter and wash twice with water,Compound 3 was obtained in a yield of 93%.The content is 98.5%.

With the rapid development of chemical substances, we look forward to future research findings about 756520-66-8.

Reference:
Patent; Kairuiside Biochemical (Suzhou) Co., Ltd.; Wu Shengwen; Wu Lei; Song Qianqian; (6 pag.)CN109438180; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 78573-45-2, 3-(3-(Trifluoromethyl)phenyl)propan-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, Computed Properties of C10H11F3O, blongs to alcohols-buliding-blocks compound. Computed Properties of C10H11F3O

Example 20; [00088] 3.0 g of crude material of compound V were dissolved in DCM (60 ml). TEA (5.6 ml) was added followed by drop-wise addition of Methanesulfonyl chloride (1.2 ml) at room temperature. The reaction mixture was stirred at room temperature for 2 hours. Then the reaction mixture was poured into crushed ice (98 g) and INHCl (30 ml). DCM (30 ml) was added to the mixture. Phase separation was done and the aqueous phase was extracted with DCM (30 ml) once again. The organic phase was EPO dried over Sodium sulfate and the solvent was evaporated under vacuum to give 3.39 g of the compound VI.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,78573-45-2, 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES, LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2006/125026; (2006); A2;,
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Synthetic Route of 722-92-9, 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, 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.

To the stirred solution of 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (1.0 g, 3.86 mmol) in dry tetrahydrofuran (THF) under inert atmosphere, triphenylphosphine (3.04 g, 11.58 mmol) was added and stirred for 20 minutes. (E)-Diisopropyl diazene-1,2- dicarboxylate (0.936 g, 4.63 mmol) and methanol (0.23 mL, 5.79 mmol) were added to the reaction mixture at 0-5 °C. The reaction mixture was refluxed for 4-5 hours. Aftercompletion of the reaction, the reaction mixture was diluted with methylene chloride and purified using column chromatography (silica gel, hexane and ethyl acetate).

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; SAHU, Bichismita; MALI, Sunil, Vasantrao; SINGH, Deepak; KUMAR, Pramod, Bhaskar; DAWANGE, Mahesh; MISTRY, Hitesh; (108 pag.)WO2015/145371; (2015); A1;,
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Electric Literature of 34598-50-0, 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.34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol, molecular formula is C9H9BrO, molecular weight is 213.07, as common compound, the synthetic route is as follows.

5-bromo-l-phenoxy-2,3-dihydro-lH-indene. A solution of 5-bromo-2,3-dihydro-lH- inden-l-ol (1 g, 4.7 mmol), phenol (835 mg, 8.9 mmol) and triphenylphosphine (1.8 g, 6.9 mmol) in anhydrous tetrahydrofuran (70 mL) was stirred at 0C under nitrogen atmosphere. To this mixture was added dropwise diisopropyl azodicarboxylate (1.4 g, 6.9 mmol) over 5 minutes. Until TLC indicated that starting material was consumed, the solvent was evaporated in vacuo and the resulting oil was purified by column chromatography (silica gel, hexane/ethyl acetate = 1/1) to give the product 5-bromo-l-phenoxy-2,3-dihydro-lH-indene (1.1 g, 85%) as a white solid. LRMS (M + H+) mlz: calcd 288.01; found 288. 1H NMR (300MHz, CDC13): delta 7.46-7.27 (m, 6H), 7.02 (s, 1H), 6.99-6.98 (m, 1H), 5.73-5.70 (m, 1H), 3.14-3.09 (m, 1H), 2.96-2.95 (m, 1H), 2.59-2.54 (m, 1H), 2.27-2.23 (m, 1H).

Statistics shows that 34598-50-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2,3-dihydro-1H-inden-1-ol.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; GAGNON, Alexandre; HARMANGE, Jean-christophe; NAVESCHUK, Christopher, G.; WO2013/75083; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 20017-67-8, 3,3-Diphenyl-1-propanol, 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, 20017-67-8, blongs to alcohols-buliding-blocks compound. Product Details of 20017-67-8

Example 13 3-[4-(3,3-Diphenyl-propoxy)-phenyl]-2-ethoxy-propionic acid ethyl ester Reaction of 3,3-diphenyl-propan-1-ol (110 mg, 0.5 mmol), triphenylphosphine (145 mg, 0.55 mmol), 2-ethoxy-3-(4-hydroxy-phenyl)-propionic acid ethyl ester (140 mg, 0.6 mmol) and diethylazodicarboxylate (0.09 mL, 0.55 mmol) in an identical manner to Example 1 gave the title compound (120 mg). 1H NMR (CDCl3, 300 MHz); delta 1.10-1.29 (6H, 2*CH3), 2.44-2.55 (2H, CH2), 2.90-2.95 (2H, CH2), 3.28-3.39 and 3.51-3.62 (2H, OCH2), 3.80-3.89 (2H, CH2), 3.90-3.95 (1H, CHCO2), 4.10-4.28 (3H, arylCH and OCH2), 6.70-6.77 (2H, aryl), 7.05-7.35 (remaining H, aryl). MS calcd for C28H32O4 432.6, Found 432.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20017-67-8, its application will become more common.

Reference:
Patent; Novo Nordisk, A/S; US6972294; (2005); B1;,
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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. 13826-35-2, name is (3-Phenoxyphenyl)methanol, molecular formula is C13H12O2, 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. Formula: C13H12O2

first step: A solution of IV-1 (3-phenoxyphenyl) methanol (0.5 g, 2.5 mmol) obtained in the previous step was dissolved in 30 ml of dichloromethane, and 20 ml of SOCl2 was added to 1 ml of DMF as a catalyst,25 C for 2 hours, After the TLC detection reaction was complete, the reaction solution was evaporated under reduced pressure to give excess SOCl2 to give a pale yellow oil IV-2 which was used directly in the next step.

With the rapid development of chemical substances, we look forward to future research findings about 13826-35-2.

Reference:
Patent; China Pharmaceutical University; Huang Wenlong; Qian Hai; Liu Chunxia; Li Zheng; Yang Jianyong; Bi Xinzhou; Cai Xingguang; (20 pag.)CN107162913; (2017); A;,
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Synthetic Route of 575-03-1, 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 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin. This compound has unique chemical properties. The synthetic route is as follows.

To a 100 mL reaction flask was added 2.8 g (0.01 mol) of dihydroartemisinin and 1.01 g (0.01 mol) of triethylamine,30 mL of dry methylene chloride was added, stirred to dissolve, cooled to -5 ° C, and 1.4 mL (0.01 mol) of trifluoroacetic acid Anhydride, and the reaction was continued at 0 ° C for 8 hours to obtain 10-trifluoroacetoxy dihydroartemisinin in dichloromethane, without Need to be processed, directly for the next step reaction. To the solution prepared above, 2.3 g of 7-hydroxy-4-trifluoromethylcoumarin was added (0.01 mol), and the reaction was continued for 14 hours at room temperature (TLC monitoring reaction end point). To the reaction solution was further added 30 mLDichloromethane, the organic layer was separated and washed 5 times (5 x 20 mL) with saturated sodium bicarbonate solution, dried over anhydrous sodium sulfate Phase, the desiccant was filtered off and the dichloromethane was distilled off under reduced pressure to give the crude product which was purified by column chromatography (200-300 mesh silica gel, petroleum ether: acetic acid Ethyl ester = 8: 1) to give 2.53 g of a white solid in 51percent yield.

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 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin.

Reference:
Patent; Shenyang Pharmaceutical University; Guo, Chun; Tian, Ye; Hou, Zhuang; Guo, Mengbi; Li, Jianteng; Mou, Yanhua; Xia, Mingyu; (25 pag.)CN106188088; (2016); A;,
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Related Products of 1334674-88-2, 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. 1334674-88-2, name is (2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)methanol. A new synthetic method of this compound is introduced below.

Step 3A stock solution of Jones reagent (2.67 M) was prepared by carefully adding concentrated H2SO4 (2.3 mL) to CrC”3 (2.67 g) then diluting to 10 mL with H20. To a partial suspension of (2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-methanol (4.6 g, 20.1 mmol) in acetone (300 mL) was slowly added Jones reagent (9 mL, 24.0 mmol). During the addition the starting material gradually dissolved and a thick green precipitate was formed. The reaction mixture was stirred for 15 min then quenched with i-PrOH (2 mL) and filtered over Celite, rinsing with acetone. The filtrate was concentrated to provide 4.76 g of 2-bromo-5H-pyrrolo[2,3- b]pyrazine-7-carbaldehyde as a yellow-orange solid that was used without furtherpurification. To a solution of this solid in DMF (50 mL) at 0C was added NaH (60% in mineral oil, 1.2 g, 30.1 mmol). The reaction mixture was stirred at room temperature for 30 min then cooled back to 0C and 2-(trimethylsilyl)ethoxymethyl chloride (4.3 mL, 24.1 mmol) was slowly added. The reaction mixture was warmed to room temperature and stirred for 1 h then quenched with H20 and extracted with EtOAc (3x). The combined organics were washed with H20 (3x) and brine then dried over MgS04 and concentrated. The residue was purified by Si02 chromatography (20% to 30% EtOAc/hexanes) to isolate 3.82 g (53%) of 2- bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1334674-88-2, (2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HENDRICKS, Robert Than; HERMANN, Johannes Cornelius; KONDRU, Rama K.; LOU, Yan; LYNCH, Stephen M.; OWENS, Timothy D.; SOTH, Michael; YEE, Calvin Wesley; WO2011/144584; (2011); A1;,
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