Tag: M.W=100-200

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.349-95-1, name is (4-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, molecular weight is 176.14, as common compound, the synthetic route is as follows.Safety of (4-(Trifluoromethyl)phenyl)methanol

General procedure: 3 1 According to general procedure II (chapter 2.1.2) 4-(trifluoromethyl)benzylCl alcohol 19 (353 mg, 2.00 mmol, 1.0 equiv), FPyr (19.7 ilL, 20.4 mg, 0.20 mmol,F3C 10 mol%), dioxane (1 mL, 2 M) and benzoyl chloride (282 ilL, 341 mg,62.40 mmol, 1.2 equiv) were combined and stirred for 24 h at ambient2910 temperature. After quenching with ethanolamine the reaction mixture wasdiluted with DCM (4 mL), saturated, aqueous NaHCO3-soution (2 mL) and water (2 mL). The aqueous phase was extracted with further DCM (2 x 2 mL) and the collected organic phases were dried over MgSO4 and concentrated under reduced pressure to give the crude chloride 29 (490 mg, conversion 98%, 29/39 97:3). Chromatographic purification (mass of crude material/Si02 1:12) provided theproduct 29 as a colorless oil in 85% yield (331 mg, 1.71 mmol). ?H- and ?3C-N MR-data was identicalwith the literature (Klimesova, V.; Koci, J.; Waisser, K.; Kaustova, J.; Moellmann, U. Eur. i. Med. Chem.2009, 44, 2286-2293).(C8H6CIF3) = 194.58 g/mol; rf (Si02, Et20/nPen 5:95) = 0.53; 1H-NMR (400 MHz, CDCI3): 6 [ppm] =7.63 (d, 2 H, H-4, i = 8.4 Hz), 7.51 (dd, 2 H, H-3, i = 8.4 Hz), 4.62 (s, 2 H, H-i); 13C-NMR (100 MHz,CDCI3): 6 [ppm] = 141.3 (C-2), 130.6 (q, C-5, i = 31 Hz), 128.8 (C-3), 125.7 (q, C-4, i = 3.7 Hz), 124.0 (q, C-6, i = 273 Hz) 45.1 (C-i); GC-MS (El, 70 eV) m/z [u] = 194 (35, [M]j, 175 (13, [M-F]j, 159 (100, [MCl]j, 139 (8), 125 (22, [M-CF3]j, 109 (51), 89 (16), 69 (5, [CF3]j, 63 (13), 51 (7).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,349-95-1, (4-(Trifluoromethyl)phenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITAET DES SAARLANDES; HUY, Peter Helmut; (208 pag.)WO2016/202894; (2016); A1;,
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Electric Literature of 929-06-6, 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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, 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.

PREPARATION 7: T-BUTYL 2-(2-HYDROXYETHOXY)ETHYLCARBAMATE To a single-neck flask was added 2-(2-aminoethoxy)ethanol (10.500 g). Tetrahydrofuran (25 mL) was added to dissolve2-(2-aminoethoxy)ethanol. Anhydrous sodium carbonate (5.300 g) was dissolved in distilled water (30 mL). The solution was added into the single-neck flask and cooled in an ice bath. Di-t-butyl dicarbonate (28.340 g) was dissolved in tetrahydrofuran (70 mL). The resultant solution was slowly dropwise added in the reaction system (for about 1 hr). After the addition, the mixture was stirred for 1.5 hr. After the reaction was completed, the reaction solution was filtered by suction. The filter cake was washed with tetrahydrofuran twice and then discarded. The filtrate was concentrated, then dissolved in ethyl acetate (150 mL) and distilled water (100 mL). The solution was mixed and then stood to separate. The aqueous phase was washed again with ethyl acetate (100 mL * 2) twice. All the organic phases were combined, dried over MgSO4, filtered and concentrated to give the target compound.

According to the analysis of related databases, 929-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tianjin Hemay Bio-Tech Co., Ltd.; ZHANG, Hesheng; HUO, Aihong; LI, Zhenzhong; EP2824108; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1562-00-1, Sodium isethionate, 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: C2H5NaO4S, blongs to alcohols-buliding-blocks compound. COA of Formula: C2H5NaO4S

Example 9; Preparation of N-Methyl vinyl sulfonamide; PART A: A mixture of isethionic acid sodium salt (0.250 Kg, 1689 mmol) was taken inDMF (0.32L) and dichloromethae (0.3L). To this mixture thionyl chloride (0.375L, 5186mmol) was added dropwise at 20-30C. The reaction mixture was heated slowly from 30-60 “C. After completion of the reaction 3.5 lit of chilled water was added. The reaction mixture was extracted with 3×0.5L dichloromethane. Then dichloromethane was distilled out from the reaction mixture to get an oil. [ Yield 0.250Kg, 90%] which was distilled under vacuum to get pure chloroethane sulfonyl chloride. (0.225kg, 90%).

The synthetic route of 1562-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; USV LIMITED; WO2009/118753; (2009); A2;,
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Electric Literature of 456-47-3 ,Some common heterocyclic compound, 456-47-3, molecular formula is C7H7FO, 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: A mixture of H2O (5 mL) and CH2Cl2 (5 mL) wasadded to the chlorinated polymeric beads (2 g). (The unchlorinated beads were obtained from HaloSource, Inc. The unchlorinated beads were chlorinated by soaking the beads in bleach solution, with pH adjusted to 7 by additionof AcOH, for an hour. Then, the chlorinated beads were filtered and dried in air.) After addition of TEMPO (10 mg,0.064 mmol) and benzyl alcohol (0.2 g, 1.8 mmol), NaHCO3(0.5 g) was added to the mixture. The mixture was stirred at r.t. for 3 h and filtered. The residue on the filter paper was washed with H2O (20 mL) and CH2Cl2 (10 mL), and the organic phase of the filtrate was separated, dried over MgSO4, and filtered. The solvent was removed under vacuum to obtain benzaldehyde.

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. 456-47-3, 3-Fluorobenzyl alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Akdag, Akin; Oeztuerk, Perihan; Synlett; vol. 24; 18; (2013); p. 2451 – 2453;,
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Synthetic Route of 349-75-7, 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.349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, molecular weight is 176.14, as common compound, the synthetic route is as follows.

Sequentially capturing meso-Co-N / C (800) (35mg, 0.25mol% Co), 3- trifluoromethyl-benzyl alcohol (176mg, 1mmol), a concentration of 28 mass% aqueous ammonia (280 L) was added to the reaction flask 10ml and tert-amyl alcohol was added 1ml of solvent placed in the reaction vessel, the oxygen charged to 1Mpa, placed in an oil bath of 130 and then detecting the extent of reaction by GC-MS.After completion of the reaction, the biphenyl internal standard was added, the product was analyzed 3-trifluoromethyl-benzonitrile quantitative yield by GC.The reaction 24h, 3- trifluoromethyl-benzonitrile in 83% yield, selectivity of 99%.

The chemical industry reduces the impact on the environment during synthesis 349-75-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Dalian Institute of Chemical Physics; Gao Shuang; Shang Sensen; Wang Lianyue; Lv Ying; (7 pag.)CN106883143; (2017); 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.349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, molecular weight is 176.14, as common compound, the synthetic route is as follows.SDS of cas: 349-75-7

General procedure: 1-methyl-3-[(3-cyanophenylmethoxy)methyl]-2(1H)-pyridinone, 12a. To a 0 C suspension of sodium hydride (41 mg, 60% suspension in mineral oil, 1.01 mmol), in THF (3 mL) was added 3-cyanobenzyl alcohol (100 mg, 0.75 mmol). After the mixture was stirred for 1 h at 0 C, 3-(bromomethyl)-1-methylpyridin-2(1H)-one3 (152 mg, 0.75 mmol) in THF (3mL) was added dropwise. The reaction mixture was slowly allowed to warm to room temperature and stirred for additional 3 h before diluting with saturated aqueous ammonium chloride. After extraction with ethyl acetate, the combined organics were washed with brine, concentrated invacuo and purified by column chromatography using 5:95 MeOH/DCM to get title compound as a colorless soild (136 mg, 71 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,349-75-7, (3-(Trifluoromethyl)phenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Khatri, Buddha B.; Vrubliauskas, Darius; Sieburth, Scott McN.; Tetrahedron Letters; vol. 56; 30; (2015); p. 4520 – 4522;,
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Synthetic Route of 50595-15-8, 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 50595-15-8, name is tert-Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-bromo-3H-oxazolo[4,5-b]pyridin-2-one (300 mg, 1.4 mmol) in THF (5 mL) was added tert-butyl 2-hydroxyacetate (553.23 mg, 4.19 mmol), PPh3 (731.97 mg, 2.79 mmol) and then DIAD (564.31 mg, 2.79 mmol). The resulting mixture was stirred at 25 °C under N2 for 16 hours to give a solution. The reaction solution was concentrated to give a residue. Water (20 mL) was added to the residue, and the mixture was extracted with EtOAc (20 mL x 2). The combined organic layer was washed with brine (20 mL x 2), dried over anhydrous Na2SC>4, filtered and concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 0percent to 10percent to 30percent) to give the product (400 mg, 1.22 mmol, 87percent yield) as a solid. *H NMR CDC13, 400MHz deltaH = 7.33 – 7.29 (m, 1H), 7.27 – 7.24 (m, 1H), 4.55 (s, 2H), 1.48 (s, 9H).

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 50595-15-8, tert-Butyl 2-hydroxyacetate.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4704-94-3, 2-(Hydroxymethyl)propane-1,3-diol, 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, 4704-94-3, blongs to alcohols-buliding-blocks compound. Safety of 2-(Hydroxymethyl)propane-1,3-diol

To a solution of 2-(hydroxymethyl)propane-l,3-diol (1 g) in THF (20 mL) were added 2,2-dimethoxypropane (1.344 mL) and para-toluenesulfonic acid monohydrate (0.054 g). The reaction mixture was stirred at room temperature for 4 hours, treated with TEA and concentrated. The concentrate was purified by flash chromatography (Analogix SF25chi40g with 20-30percent ethyl acetate/hexanes). MS (ESI) m/z 147.0 (M+l)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4704-94-3, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/129385; (2009); A1;,
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Electric Literature of 13330-96-6 , The common heterocyclic compound, 13330-96-6, name is 4-(Dimethylamino)butan-1-ol, molecular formula is C6H15NO, 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 36; 2-Butoxy-8-hydroxy-9-{3-[(4-dimethylaminobutoxy)carbonylmethyl]benzyl}adenine; 2-Butoxy-8-hydroxy-9-(3-carboxymethylbenzyl)adenine (88mg, 0.24mmol)which was prepared in Reference example 76 was suspended in DMF (10ml). Thereto were added at 0C 4-dimethylaminobutanol (0.16 ml, 1.18mmol), 1-hydroxybenzotriazole (0.16g, 1.18mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.23g, 1.18 mmol) in this order and the mixture was stirred at room temperature for 6 hours. After removal of the solvent by an evaporator, an aqueous saturated sodium bicarbonate solution was added to this residue and the resulted precipitate was filtered, followed by washing with water to give the titled compound as a white solid (73mg, 0.16mmol). Yield: 65% 1H NMR(DMSO-d6)delta 9.97(1H, brs), 7.20(4H, m), 6.45(2H, brs), 4.82(2H, s), 4.14(2H, t, J = 6.6 Hz), 4.00(2H, t, J = 6.6 Hz), 3.62(2H, s), 2.11(2H, t, J = 7.0 Hz), 2.04(6H, s), 1.62(2H, m), 1.51 (2H, m), 1.36(4H, m), 0.90(3H, t, J = 7.4 Hz).

The synthetic route of 13330-96-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; AstraZeneca AB; EP1728792; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 100058-61-5, 3-(Benzyloxy)cyclobutanol, 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, 100058-61-5, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

To a solution of 3-benzyloxycyclobutanol (5.0 g, 28.0 mmol) in dichloromethane (40 mL)was added dropwise diethylaminosulfur trifluoride (7.41 mL, 56.1 mmol) at 0 C. Thereaction was stirred at 15 C for 16 h and quenched with ice water (50 mL). Saturated aqueous sodium bicarbonate was added (100 mL), and the mixture was extracted with dichloromethane (200 mL). The organic phase was washed with brine (100 mL), dried over sodium sulfate and concentrated. The crude product was purified by flash column chromatography (eluting gradient: 10% ethyl acetate in petroleum ether) to give (3- fluorocyclobutoxy)methylbenzene (1.30 g, 26%) 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,100058-61-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BRYAN, Marian C.; DO, Steven; DROBNICK, Joy; GOBBI, Alberto; KATSUMOTO, Tamiko; KIEFER, JR., James Richard; LIANG, Jun; RAJAPAKSA, Naomi S.; CHEN, Yongsheng; FU, Liqiang; LAI, Kwong Wah; LIU, Zhiguo; WAI, John; WANG, Fei; (322 pag.)WO2018/234345; (2018); A1;,
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