Tag: M.W=100-200

Reference of 14869-41-1, These common heterocyclic compound, 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, 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.

In a glass RBF equipped with a Teflon-coated magnetic stirrer was dissolved 4-fluoro-2-methoxy-5- nitro-phenylamine (1 eq.) in DMF (0.32 M). To this was then added sequentially HATU (1.2 eq.), DMAP (0.1 eq.), (2-chloro-ethoxy)-acetic acid (1.1 eq.) and finally ethyl-diisopropylamine (3 eq.). When the reaction was deemed to be complete by LCMS (14 h), the reaction mixture was diluted with EtOAc and washed sequentially with 10percent aq. HC1, sat. aq. NaHCO3, water and brine. The organic extract was then dried over MgSO4 and filtered. Concentration of the filtrate thus obtained in vacuo furnished the desired product as a tan solid (99percent yield).

The synthetic route of 14869-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; JORAND-LEBRUN, Catherine; LAN, Ruoxi; CHEN, Austin; CLARK, Ryan C.; (268 pag.)WO2017/49068; (2017); A1;,
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Related Products of 2734-70-5, The chemical industry reduces the impact on the environment during synthesis 2734-70-5, name is 2,6-Dimethoxyaniline, I believe this compound will play a more active role in future production and life.

To an ice-cooled solution of 2,6-dimethoxyaniline (Amfinecom Inc., 1.2 g, 7.8 mmol) in DCM (20 mL) was added N,N-diisopropylethylamine (2.73 mL, 15.7 mmol) via syringe followed by a solution of 1,3-thiazole-2-carbonyl chloride (Maybridge, 1.16 g, 7.9 mmol) in DCM (27 mL) slowly via cannula. The resulting brown solution was allowed to warm to RTand stirred for 19 h. The reaction was then partitioned between water (80 mL) and DCM (2X). The combined organic layers were washed with brine (2X), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (eluent: 10-100percent EtOAc in hexanes) to provide 396.1 (1.30 g, 63percent yield) as a light yellow solid. LCMS-ESI (pos.) m/z: 265.2 (M+H)+.

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, 2,6-Dimethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YANG, Kevin; YEH, Wen-Chen; (700 pag.)WO2018/97945; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 710-18-9, name is 1-Methoxy-4-(trifluoromethoxy)benzene, belongs to ethers-buliding-blocks compound, 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 710-18-9, HPLC of Formula: C8H7F3O2

To 4-methoxy-trifluoromethoxybenzene (0.19 g, 0. [001] mol) in 5 mL acetonitrile was added nitronium tetrafluoroborate (0.146 g, 0.001 mol) at room temperature. After about 6 h, another 0.25 equivs of nitronium tetrafluoroborate was added and the reaction stirred overnight. The reaction was then concentrated in vacuo, and the residue was partitioned between ether and water. The aqueous phase was washed [TWICW] with ether, then the combined organic layers were washed with water, and dried over MgS04. The solvent was removed, resulting in a mobile oil. Kugelrohr distillation of the oil provided 0.2 g of the desired nitrated intermediate which was collected at [100-125 C.]

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, 1-Methoxy-4-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2004/14870; (2004); A1;,
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Reference of 24332-20-5,Some common heterocyclic compound, 24332-20-5, name is 1,1,2-Trimethoxyethane, molecular formula is C5H12O3, 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.

A solution of 1,1,-2-trimethoxyethane (2.07 [ML,] 16.07 [MMOL)] in 0.5M HCI (32 mL) was heated at [100C] for 2 h. The cooled mixture was extracted with [CH2C12] (30 mL) and the organic solution dried (3A molecular sieves). 3-Bromo-2-methylphenylamine was added and the resultant solution stirred under nitrogen for 20 min. Acetic acid (461 [UL,] 8.05 [MMOL)] and sodium triacetoxyborohydride (4.78g, 22.56 [MMOL)] were added and the reaction mixture stirred under nitrogen at room temperature for 16 h. Saturated sodium bicarbonate (60 mL) was added portionwise and the resultant mixture stirred for 0.5 h and extracted with CH2CI2 (2 x 100 mL). The organic solution was dried [(NA2SO4)] and the solvents removed in vacuo. Purification by SPE (silica, 2 x 20g) eluted with 100: 2 to 100: 5 cyclohexane : EtOAc afforded the title compound as a yellow oil (687mg). LC/MS: [M/Z] 246 [M+H] +, Rt 3.27 min.

The synthetic route of 24332-20-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/762; (2003); A2;,
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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. 645-36-3, name is 2,2-Diethoxyethanamine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2,2-Diethoxyethanamine

A mixture of 2-bromo-5,6-dihydro-4H-pyrazolo[1,5-d][1,4]diazepine-7(8H)-thione (265.0 mg, 1.07 mmol), 2,2-diethoxyethan-1-amine(1.42 g, 10.7 mmol) and silver carbonate (590 mg, 2.14 mmol) in tetrahydrofuran (10 mL) was stirred at 80 C. for 1 h. The solvent was concentrated under vacuum. The residue was purified by reverse-phase column eluting with water (0.05% TFA)/CH3CN (85/15) to afford 2-bromo-N-(2,2-diethoxyethyl)-5,8-dihydro-4H-pyrazolo[1,5-d][1,4]diazepin-7-amine (295 mg, 80%) as a brown oil. LCMS (ESI) [M+H]+=345.0

According to the analysis of related databases, 645-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); A1;,
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Application of 6851-80-5,Some common heterocyclic compound, 6851-80-5, name is 1-(2-Methoxyphenyl)-N-methylmethanamine, molecular formula is C9H13NO, 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 mixture of the corresponding secondary amines 7a-d (0.77mmol), anhydrous K2CO3 (106.2mg, 0.77mmol) and KI (8.6mg, 0.052mmol) in CH3CN (10mL) were added the appropriate intermediates 2-4 (0.60mmol). The reaction mixture was warmed to 60-65C and stirred for 12-15h under an argon atmosphere. After complete reaction, the solvent was evaporated under reduced pressure. Then water (30mL) was added to the residue and the mixture was extracted with dichloromethane (30mL¡Á3). The combined organic phases were washed with saturated aqueous sodium chloride (30mL), dried over sodium sulfate, and filtered. The solvent was evaporated to dryness under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of CH2Cl2/CH3OH as eluent, obtaining the corresponding 7-O-modified genistein derivatives.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2-Methoxyphenyl)-N-methylmethanamine, its application will become more common.

Reference:
Article; Qiang, Xiaoming; Sang, Zhipei; Yuan, Wen; Li, Yan; Liu, Qiang; Bai, Ping; Shi, Yikun; Ang, Wei; Tan, Zhenghuai; Deng, Yong; European Journal of Medicinal Chemistry; vol. 76; (2014); p. 314 – 331;,
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Related Products of 107622-80-0,Some common heterocyclic compound, 107622-80-0, name is (4-Phenoxyphenyl)methanamine, molecular formula is C13H13NO, 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.

A solution of methyl 4-[(3-oxo-8-azabicyclo[3.2.1]oct-8-yl)methyl]-benzoate (0.3 g, 1.1 mmol) and 4-phenoxybenzenemethaneamine (0.23 g, 1.15 mmol) in dichloromethane (6.5 mL) was stirred as acetic acid (0.09 g, 1.5 mmol) was added. After 15 minutes, sodium triacetoxyborohydride (0.45 g, 2.15 mmol) was added and the reaction was stirred for 2.5 days. The reaction was treated with a saturated aqueous solution of sodium bicarbonate and extracted with dichlorormethane (2*). The combined organic extracts were washed with water, dried and concentrated. Purification by flash chromatography on silica gel using a gradient of methanol in dichloromethane gave 0.2 g of methyl 4-[[(3-exo)-3-[[(4-phenoxyphenyl)methyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoate.

The synthetic route of 107622-80-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Aktiengesellschaft; US2007/155726; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 768-70-7, name is 3-Ethynylanisole, belongs to ethers-buliding-blocks compound, 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 768-70-7, name: 3-Ethynylanisole

General procedure: A mixture of alkynes (0.24 mmol), sodium azide (0.24 mmol), halides (0.20 mmol) were added and stirred in glycerol (1.0 ml) in the presence of CuI (0.002 mmol) and diethylamine (0.01 mmol) at room temperature in a schlenk under nitrogen. The progress of the reaction was monitored by HPLC until the reaction was complete. The mixture was added water (10 ml) and extracted with ethyl acetate (3*20 mL). The onganic layer was dried over anhydrous Na2SO4. Then the residue was subjected to flash column chromatography on silica gel (petroleum ether/ethyl acetate) to afford the corresponding compounds 4.

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, 3-Ethynylanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Shengqiang; Zhou, Yang; Dai, Bencai; Huo, Cuimeng; Liu, Changchun; Zhao, Yongde; Synthesis; vol. 50; 11; (2018); p. 2191 – 2199;,
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Electric Literature of 6298-96-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 6298-96-0 as follows.

a) 10.0 g (66.1 mmol) (S)-4-methoxy-alpha-methylbenzylamine are added to 30 mL HBr (30% in AcOH) and stirred at 00 C for 4 h. The reaction mixture is cooled to r.t. and the solvent is removed in vacuo.The crude product is used without further purification.

According to the analysis of related databases, 6298-96-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); A1;,
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Reference of 113421-98-0,Some common heterocyclic compound, 113421-98-0, name is 4-Fluoro-3-(trifluoromethoxy)aniline, molecular formula is C7H5F4NO, 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: Ethyl 4-bromo-1H-indole-2-carboxylate (1 eq), Pd2(dba)3 (0.1 eq), X-phos(0.2 eq), Cs2CO3 (3 eq) and aryl amine (3 eq) was added to a microwave tube,dissolved in 1,4-dioxane, and filled with argon gas. The microwave reaction wascarried out at 100 C for 0.5-1.5 h, and the starting material disappeared. The mixturewas cooled to room temperature and concentrated. Ethyl acetate was added todissolve the residue, and the mixture was washed with saturated brine and water, driedover anhydrous Na2SO4, and concentrated in vacuo. The crude product was purifiedby column chromatography to afford the target compound. Compounds 8m-8o, 8s,8a-3 ~ 8a-5, 8a-13, 8a-15 ~ 8a-17, 8o-1 ~ 8o-24 were prepared with method 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Fluoro-3-(trifluoromethoxy)aniline, its application will become more common.

Reference:
Article; Cui, Guonan; Lai, Fangfang; Wang, Xiaoyu; Chen, Xiaoguang; Xu, Bailing; European Journal of Medicinal Chemistry; vol. 188; (2020);,
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