Month: June 2021

Electric Literature of 41789-95-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 25 mL single neck flask, the intermediate 4 (0.4 g, 1.21 mmol), (3- methoxyphenyl)-N-methylmethanamine (1.09 g, 7.23 mmol), Cul (0.023 g, 0.12 mmol) and l-methylpyrrolidin-2-one (3 mL) were added and the resulting mixture was heated at 150 0 C for 12 h and worked up. The reaction mixture was partitioned in dichloromethane/water and the organic layer was separated. The organic phase was dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by prep-HPLC to obtain the pure 7-(N-(3-methoxybenzyl)-N-methylamino)-l-benzyl-6-fluoro-l, 4-dihydro-4- oxoquinoline – 3-carboxylic acid (25 mg); Yield: 4.63%; H NMR (400 MHz, CDCb): delta 15.0 (s, IH), 8.77 (s, IH), 8.01 (d, J=14, IH), 7.33 (s, 3H), 7.22-7.26 (t, IH), 7.04 (d, J=18.4, 2H), 6.82 (d, J=7.2, IH), 6.70-6.74 (m, 2H), 6.52 (d, J=5.6, IH), 5.30 (s, 2H), 4.43 (s, 2H), 3.71- 7.76 (m, 3H), 2.92(s, 3H); MS(ESI): 447.0(M+H); HPLC: 98.0%.

The synthetic route of 1-(3-Methoxyphenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NIROGYONE THERAPEUTICS, INC.; SANDANAYAKA, Vincent; WU, Qiong; (80 pag.)WO2016/81464; (2016); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 109-85-3, name is 2-Methoxyethylamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 109-85-3

2-methoxyethaneamine (3 mL) is added to a solution of l-fluoro-2-nitrobenzene (400 mg, 2.84 mmol) in ethanol. The reaction may be stirred at room temperature for an appropriate time period (such as overnight) and concentrated. The residue may be purified by any appropriate method including Biotage column chromatography to give N-(2-methoxyethyl)-2-nitroaniline (477 mg).

The synthetic route of 109-85-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WANG, Tong; GATELY, Stephen; TRANSLATIONAL GENOMICS RESEARCH INSTITUTE; WO2010/151441; (2010); A1;,
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Related Products of 41789-95-1,Some common heterocyclic compound, 41789-95-1, name is 1-(3-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 solution of 1,4-bis(bromomethyl)benzene (1 mmol) in anhydrous acetonitrile (10 mL) was added potassium carbonate (3 mmol) and the corresponding secondary amine (2.2 mmol). The reaction mixture was heated at reflux for 3 h. The resulting mixture was diluted with water (20 mL) and extracted with ethyl acetate (15 mL) three times. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The crude was purified by column chromatography with methanol/dichloromethane (150:1, v/v) to give the title compound as a colorless liquid or a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(3-Methoxyphenyl)-N-methylmethanamine, its application will become more common.

Reference:
Article; Bai, Renren; Liang, Zhongxing; Yoon, Younghyoun; Liu, Shuangping; Gaines, Theresa; Oum, Yoonhyeun; Shi, Qi; Mooring, Suazette Reid; Shim, Hyunsuk; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 340 – 350;,
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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. 57478-19-0, name is 4-(4-(Trifluoromethyl)phenoxy)aniline, A new synthetic method of this compound is introduced below., name: 4-(4-(Trifluoromethyl)phenoxy)aniline

To a solution of 4-(4-(trifluoromethyl)phenoxy)aniline (AK Scientific, 63 mg, 0.25 mmol) in DCM 2-chloroacetyl chloride (Sigma, 34 mg, 0.30 mmol) and triethylamine (Sigma, 30.4 mg, 0.30 mmol) were added and the reaction stirred overnight. Upon reaction completion the crude was purified by silica gel chromatography (10-40% EtOAc/hexanes) to yield 65 mg (78%).1H NMR (400 MHz, CDCl3): d 8.25 (s, 1H), 7.63- 7.51 (m, 4H), 7.12- 6.99 (m, 4H), 4.22 (s, 2H). HRMS: (-ESI): calcd. for: C15H10O2NF3Cl = 328.0358, found: 327.0356

The synthetic route of 57478-19-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; NOVARTIS AG; SPRADLIN, Jessica; WARD, Carl, C.; NOMURA, Daniel, K.; SCHIRLE, Markus; TALLARICO, John, A.; MCKENNA, Jeffrey; MAIMONE, Thomas, John; HU, Xirui; (472 pag.)WO2020/76996; (2020); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2062-98-8

In a four-necked flask equipped with a stirrer, a thermometer, a dropping funnel, and a reflux condenser (anhydrous calcium chloride at the top),Add 1,3-dimethyl-1,3,5-triazine (2.76 g, 24 mmol)And dichloromethane (30 mL),After stirring to dissolve, add triethylamine (3.25mL, 26mmol) and cool to 0 C.Was added dropwise with stirring hexafluoropropylene oxide dimer (6.64g, 20mmol),After 1 hour, the addition was completed. After the addition, the reaction was stirred at 0 C for 3 hours.The reaction mixture was washed with 10% sodium hydroxide solution (50 mL) and separated. The organic layer was washed with water, dried over anhydrous sodium sulfate, and the solvent was spin-dried.The residue was separated and purified by column chromatography [dichloromethane / methanol (v / v) = 20/1],7.86 g of a colorless transparent liquid fluorinated intermediate I-1 were obtained,Yield: 92%.

The synthetic route of 2062-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ruyuan Dongyang Guangfu Co., Ltd.; Li Yitao; Lan Xiaobin; Hou Qinqing; Yang Feng; Jia Yuan; Cheng Zhen; (9 pag.)CN110818650; (2020); A;,
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Application of 19500-02-8, These common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-methylaniline, 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.

The 15.0g of 3-amino-1-methoxy-2-methyl, 48.7g of triphosgene and 350 ml of toluene in a mixture of the heating to reflux with stirring 3 hours. Cooling the reaction mixture, the concentrated under reduced pressure, to obtain 17.0g of 1-methoxy-3-isocyanato-2-methylbenzene (called below 4A).

Statistics shows that 3-Methoxy-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 19500-02-8.

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Takayuki, Shiota; Masaki, Arimori; (241 pag.)CN105492432; (2016); A;,
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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. 89282-70-2, name is 2-Methoxy-2-methylpropan-1-amine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Methoxy-2-methylpropan-1-amine

A mixture of phenyl 5-({trans-4-[(2-chloro-4-fluoro-5-methylphenyl)carbamoyl]cyclohexyl}carbamoyl)- 1 H-im idazole-4-carboxylate (100 mg, 0.200 mmol) and 2-methoxy-2-methylpropan-1 -amine (103 mg, 1 .00 mmol, GAS No 89282-70-2) in tetrahydrofuran (5.0 ml) was stirred at 60CC over nigh t. For work-up, the reaction mixture wasconcentrated and the residue was purified by preparative HPLG (Method 9) to yield the title compound (48.0 mg, 48% yield).LG-MS (Method 3): R = 1 .16 mm; MS (ESIpos) m/z = 508.3 [M+H].1HNMR (400 MHz, DMSO-d6): 6[ppm] = 13.37-13.15 (m, 1H), 11.22-1 0.96 (m, 1H), 9.46 (br.s., 1 H), 8.47-7.96 (m, 1 H), 7.83 (5, 1 H), 7.50 (d, 1 H), 7.41 (d, 1 H), 3.90-3.56 (m, 1 H), 3.37 (d,2H), 3.15 (br. s., 3H), 2.21 (d, 3H), 2.14-1.79 (m, 4H), 1.64-1.47 (m, 3H), 1.40-1.21 (m, 1H),1.14 (5, 6H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 89282-70-2.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
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Related Products of 31576-51-9,Some common heterocyclic compound, 31576-51-9, name is 2-(2-Methoxyethoxy)ethanamine, molecular formula is C5H13NO2, 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.

To a solution of 4-thioxo-l, 3-thiazolidin-2-one (2.24 g) in ethanol (20 mL) was added 2- (2-methoxyethoxy) ethanamine (2.5 g), and the mixture was stirred at room temperature for 5 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography(ethyl acetate) to give the title compound (3.1 g) .XH NMR (300 MHz , CDC13) delta 3.43 (3H, s) , 3.48-3.63 (2H, m) , 3.63-3.83 (6H, m) , 4.13 (2H, s) , 6.83 (1H, brs) .MS (ESI+) : [M+H]+ 219.1.

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

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATSUMOTO, Shigemitsu; ONO, Koji; TOMINARI, Yusuke; KATOH, Taisuke; MIWA, Kazuhiro; HASUOKA, Atsushi; IMAMURA, Shinichi; WO2013/18929; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene, 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 29578-83-4, SDS of cas: 29578-83-4

Add 1-bromo-3-methoxy-5-methylbenzene 4a (22.8 g, 113 mmol) to the eggplant-shaped bottle, and dissolve in methylene chloride (100 mL) Add N-bromosuccinimide (242 g, 136 mmol) and azobisisobutyronitrile (31.5 g, 192 mmol) and heat to 45 C under reflux overnight. After the reaction is over,The reaction was returned to room temperature and extracted with ethyl acetate (40 mL x 3).The organic phase was washed with water (40 mL x 2) and brine (40 mL * 2),It was then dried over anhydrous sodium sulfate, filtered and concentrated.The obtained crude product was separated by a normal-phase silica gel column (petroleum ether: ethyl acetate = 20: 1) to obtain 1-bromo-3-(bromomethyl)-5-methoxybenzene 4b (20 g, yellow solid), yield : 63%.

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.

Reference:
Patent; Shanghai Meidixi Bio-pharmaceutical Co., Ltd.; Meidixipuya Pharmaceutical (Shanghai) Co., Ltd.; Ren Feng; Wang Xianlian; Xu Yongmei; Chen Chunlin; Cai Jinna; (28 pag.)CN110194773; (2019); A;,
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Electric Literature of 588-63-6, A common heterocyclic compound, 588-63-6, name is (3-Bromopropoxy)benzene, molecular formula is C9H11BrO, 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.

a) 6-Bromo-3-(3-phenoxy-propoxy)-pyridine-2-carboxylic acid methyl esterA mixture of -bromo-3-hydroxypicolinic acid methyl ester (lOOmg, 0.43 mmol), sodium hydride (60percent dispersion in mineral oil) (17.3mg, 0.43 mmol), 3-phenoxypropyl bromide(68 muL, 0.43 mmol), in dimethyl acetamide (1.5 mL) was heated at 9O0C for 3 hours. The reaction was allowed to cool, poured onto water and then extracted with ethyl acetate (2 x3mL). The organic layer was dried (MgSO4) and concentrated in vacuo. The resulting residue was purified by silica chromatography eluting with 100percent petroleum ether to 30percent ethyl acetate/petroleum ether to obtain a white solid (95mg, 60percent). 1H NMR (300 MHz,CDCl3) delta: 7.48 (IH, d), 7.24-7.21 (3H, m), 6.91-6.86 (3H, m), 4.19 (2H, t), 4.15 (2H, t),3.88 (3H, s), 2.30-2.22 (2H, m).

The synthetic route of 588-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; WO2009/39553; (2009); A1;,
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