Month: June 2021

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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Adding a certain compound to certain chemical reactions, such as: 2503-56-2, 7-Hydroxy-5-methyl-1,3,4-triazaindolizine, 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 C6H6N4O, blongs to alcohols-buliding-blocks compound. Computed Properties of C6H6N4O

The formed 5-Methyl-[1,2,4] triazolo [1,5-a]Pyrimidin-7-ol (1.0 equiv) was added to 2.75 mL (3.0 equiv) of phosphorous oxychloride and heated under reflux for 90 min in a round bottom flask. Excess phosphorous oxychloride was removed under reduced pressure on a rotatory evaporator, and the residue was triturated with ice water. The product was extracted from the aqueous mixture with CH2Cl2, organic layer was dried over sodium sulphate, evaporated at reduced pressure, and purified by column chromatography using 60% EtOAc/hexane. 4.2.2.1. 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine (7). White-yellow solid; Yield: 55%; mp: 150 C; ESI-MS: m/z 169.1[M+H]+; 1H NMR (300 MHz, CDCl3): delta 8.50 (s, 1H, Triazolopyrimidine-Hb), 7.15 (s, 1H, Triazolopyrimidine-Ha), 2.75 (s, 3H, Triazolopyrimidine-CH3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2503-56-2, 7-Hydroxy-5-methyl-1,3,4-triazaindolizine, and friends who are interested can also refer to it.

Reference:
Article; Jameel, Ehtesham; Meena, Poonam; Maqbool, Mudasir; Kumar, Jitendra; Ahmed, Waqar; Mumtazuddin, Syed; Tiwari, Manisha; Hoda, Nasimul; Jayaram; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 36 – 51;,
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Application of 1805-32-9, 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 1805-32-9, name is 3,4-Dichlorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the substrate (1 mmol), hexamethyldisilazane (0.70 mmol), and/or 3,4-dihydro-2H-pyran (1.4 mmol) and BiPy(SO3H)2(HSO4)2 (10 mg, 1.95 mol%) in CH3CN(3 mL) and/or CH2Cl2 (3 mL) was stirred at room temperature. The progress of thereaction was monitored by TLC (n-hexane: EtOAc; 10:1) and/or GC. After completion ofthe reaction, the mixture was filtered to separate the solid catalyst. Then the solution wasfiltered through a silica gel pad and washed with CH3CN (2 × 3 mL) and/or CH2Cl2 (2 ×3 mL). Evaporation of the solvent gave the desired products in high purity.

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 1805-32-9, 3,4-Dichlorobenzyl alcohol.

Reference:
Article; Shirini, Farhad; Abedini, Masoumeh; Mahmoodi, Nosratollah; Biglari, Mohammad; Safarpoor Nikoo Langrudi, Mohaddeseh; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 190; 11; (2015); p. 1912 – 1921;,
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Application of 7287-81-2, 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. 7287-81-2, name is 1-(m-Tolyl)ethanol, molecular formula is C9H12O, 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: Alcohol 3 (0.5 mmol) and NaBr(102.9 mg, 1 mmol) were dissolved in DMSO (1 mL), and then H2SO4 was added tothe solution under air at room temperature, and then the mixture were stirred at 60 Cfor 24 h. After cooling down to room temperature, the mixture were diluted withwater (10 mL) and extracted with EA (3 × 10 mL). The combined extracts werewashed with a saturated solution of NaCl (15 mL), dried over MgSO4, and evaporatedin vacuo. The residue was purified by chromatography on silica gel (petroleumether/ethyl acetate) to afford the bromohydrin 4.

According to the analysis of related databases, 7287-81-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ai, Lingsheng; Wang, Weijin; Wei, Jialiang; Li, Qing; Song, Song; Jiao, Ning; Synlett; vol. 30; 4; (2019); p. 437 – 441;,
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Synthetic Route of 5456-63-3, 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. 5456-63-3, name is trans-2-Aminocyclohexanol hydrochloride, molecular formula is C6H14ClNO, 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 a solution of 1-(4-carbamoylbenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (0.15 g) obtained in Reference Example 3 in DMF (10 mL) were added (1,2-trans)-2-hydroxycyclohexylamine hydrochloride (0.08 g), 0-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.27 g) and triethylamine (0.19 mL), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the precipitate was collected by filtration and dried. The precipitate was washed with diisopropyl ether to give the title compound (0.12 g) as a colorless solid. MS (ESI+): [M+H]+ 420.2 1H NMR (300 MHz, DMSO-d6) delta 1.30 (4H, d, J = 8.3 Hz), 1.55-1.71 (2H, m), 1.87 (1H, d, J = 8.3 Hz), 2.03 (1H, d, J = 10.6 Hz), 3.34-3.46 (1H, m), 3.71 (1H, d, J = 8.7 Hz), 4.81 (1H, d, J = 4.9 Hz), 5.85 (2H, s), 7.28 (2H, d, J = 8.3 Hz), 7.34 (1H, brs), 7.50 (1H, t, J = 7.2 Hz), 7.65-7.77 (2H, m), 7.82 (2H, d, J = 8.3 Hz), 7.92 (1H, brs), 8.36 (1H, d, J = 7.6 Hz), 9.09 (1H, s), 10.08 (1H, d, J = 7.6 Hz).

According to the analysis of related databases, 5456-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SAKAMOTO, Hiroki; SUGIMOTO, Takahiro; EP2821401; (2015); A1;,
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Related Products of 83647-43-2, 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. 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, 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 a flask charged with (3-bromo-2- methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of thallium trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. Analysis by TLC showed no starting material remaining. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 min to ensure complete removal of TFA. To the residue was then added palladium(II) chloride (529 mg, 2.98 mmol), lithium chloride (2.53 g, 59.7 mmol), magnesium oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a CELITE pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford title compound. 1H-NMR (500 MHz, CDCI3) delta ppm 7.71 (d, J = 8.0 Hz, 1H), 7.58 (d, J = 8.0 Hz, 1H), 5.25 (s, 2H), 2.37 (s, 3H).

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 83647-43-2, (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DING, Fa-Xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; PASTERNAK, Alexander; TANG, Haifeng; WU, Zhicai; YU, Yang; SUZUKI, Takao; WO2014/18764; (2014); A1;,
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Reference of 66582-32-9 , The common heterocyclic compound, 66582-32-9, name is 3-(Benzyloxy)-2,2-dimethylpropan-1-ol, molecular formula is C12H18O2, 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.

[00510] 3-(Benzyloxy)-2,2-dimethylpropan-l-ol 160 (2.5 g, 12.9 mmol) was dissolved in dichloromethane (50 mL). Triethylamine (2.61 g, 25.8 mmol) and methane sulfonyl chloride (1.79 g, 15.5 mmol) were added at 0 C and the reaction mixture was stirred at 0 C for 2 h. The reaction mixture was transferred into iced water and extracted with dichloromethane (40 mL X 3). The combined organic layers were washed with brine, dried over anhydrous Na2S04, and concentrated under reduced pressure to give crude 3 -(benzyl oxy)-2,2- dimethylpropyl methanesulfonate 161, which was purified by silica gel chromatography (17% ethyl acetate/petroleum ether) to give 3.2 g of 3-(benzyloxy)-2,2-dimethylpropyl methanesulfonate 3 (91% yield). LCMS: m/z 294.9 [M+Na]+, tK = 1.78 min.

The synthetic route of 66582-32-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; MCCAULEY, Dilara; LANDESMAN, Yosef; GOLAN, Gali; KALID, Ori; SHECHTER, Sharon; WO2015/42414; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 60211-57-6, 3,5-Dichlorobenzyl 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, 60211-57-6, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Example 24 1-[2-{N-Ethyl-N-(4-(1-piperidinomethyl)benzyl)amino}ethyl]-3-(3,5-dichlorobenzyl)-2-imidazolidinylidenepropanedinitrile (Compound 24) Compound (X) (0.20 g) obtained in Reference Example 10, 0.35 ml of 3,5-dichlorobenzyl alcohol, 0.53 g of triphenylphosphine, and 0.46 g of di-tert-butyl azodicarboxylate were allowed to react in 10 ml of tetrahydrofuran as described in Example 23 to give 0.25 g (89%) of Compound 24 as a pale yellow oily substance. 1H NMR (270 MHz, CDCl3) delta: 7.35-7.19 (5H, m), 7.17 (2H, d), 4.68 (2H, s), 3.61 (2H, t), 3.56-3.48 (4H, m), 3.45 (2H, s), 3.33-3.26 (2H, m), 2.74 (2H, t), 2.61 (2H, q), 2.37 (4H, m), 1.56 (4H, m), 1.43 (2H, m), 1.13 (3H, t).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60211-57-6, its application will become more common.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; Kyowa Hakko Kogyo Co., Ltd.; US6469002; (2002); B1;,
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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 702-82-9, name is 3-Aminoadamantan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 702-82-9

To a solution of 9 (2.0 g, 4.6 mmol) in DMF (20 mL) at room temperature, 3-amino-l- adamantanol (0.76 g, 4.5 mmol) and K2CO3 (1.2 g, 8.7 mmol) were added. The resulting mixture was stirred at 90 0C overnight then was cooled to room temperature and was diluted with ethyl acetate and water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with 1:1 hexanes:ethyl acetate, 3:7 hexanes:ethyl acetate, ethyl acetate and 9: 1 ethyl acetate: methanol to give 10 (1.8 g, 74% yield) as an off-white solid

With the rapid development of chemical substances, we look forward to future research findings about 702-82-9.

Reference:
Patent; ENCYSIVE PHARMACEUTICALS INC.; WO2009/53895; (2009); A2;,
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Adding a certain compound to certain chemical reactions, such as: 27489-62-9, trans-4-Aminocyclohexanol, 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, SDS of cas: 27489-62-9, blongs to alcohols-buliding-blocks compound. SDS of cas: 27489-62-9

Example 140; 5 -((R)-2-(5-fluoro-2-methoxypyridin-3 -yDpyrrolidin- 1-y l)-N-((trans)-4- hvdroxycvclohexyDpyrazolor 1 ,5-a1pyrimidine-3-carboxamide; To a solution of (R)-5-(2-(5-fluoro-2-methoxypyridin-3-yl)pyrrolidin-l- yl)pyrazolo[l,5-a]pyrimidine-3-carboxylic acid (Preparation K, 30 mg, 0.084 mmol) in anhydrous CH2Cl2 (2 mL) was added HOBt (34 mg, 0.25 mmol) followed by EDCI (48 mg, 0.25 mmol). The solution was stirred for 30 minutes, then treated with (trans)-4- aminocyclohexanol (29 mg, 0.25 mmol) followed by triethylamine (35 muL, 0.25 mmol). After stirring at ambient temperature for 5 hours, the reaction mixture was diluted with EtOAc, washed with saturated NH4Cl (20 mL), saturated NaHCO3, and brine, then dried (Na2SO4), filtered and concentrated. The crude material was purified by silica chromatography (4% MeOH/CH2Cl2) to yield the final product as white solid (23 mg, 60%). LCMS (apci) m/z = 455.1 (M+H).

The synthetic route of 27489-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven S.; CONDROSKI, Kevin Ronald; HAAS, Julia; HUANG, Lily; JIANG, Yutong; KERCHER, Timothy; SEO, Jeongbeob; WO2011/6074; (2011); A1;,
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