Category: 227960-12-5

227960-12-5, Methyl 5-methylindole-3-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methyl 5-methyl-1H-indole-3-carboxylate (200 mg, 1.06 mmol) used hydrolysis reaction (2 NNaOH water solution) to aord DX-01-03 (white solid, 150 mg, yield 81%). 1H-NMR (400 MHz,CD3OD): = 8.15 (d, J = 1.8 Hz, 1H, H-indolyl), 8.07 (s, 1H, H-indolyl), 7.39 (d, J = 8.3 Hz, 1H,H-indolyl), 7.15 (dd, J = 8.3, 1.1 Hz, 1H, H-indolyl), 2.46 (s, 3H, CH3). 13C-NMR (101 MHz, CD3OD): = 137.41, 134.35, 127.80, 127.00, 122.51, 120.09, 117.20, 113.08, 110.78, 21.77. HRMS (ESI): m/z [M + H]+calculated for C10H10NO2: 176.07061; found: 176.07094.

227960-12-5, As the paragraph descriping shows that 227960-12-5 is playing an increasingly important role.

Reference：
Article; Wen, Hui; Liu, Yuke; Wang, Shufang; Wang, Ting; Zhang, Gang; Chen, Xiaoguang; Li, Yan; Cui, Huaqing; Lai, Fangfang; Sheng, Li; Molecules; vol. 24; 11; (2019);,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

227960-12-5, Methyl 5-methylindole-3-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1.65 g (11.9 [MMOL)] of potassium carbonate are added at [25C] under an argon atmosphere to 0.900 g (4.75 [MMOL)] of [3-METHOXYCARBONYi-5-METHYL-1 H-INDOLE] in 10 cm3 of dimethyl sulphoxide. After stirring at [25C] for 0.5 hour, 0.677 cm3 (4.75 [MMOL)] of 1-chloroisoquinoline is added. After stirring at [100C] for 48 hours, the reaction mixture is cooled and diluted with 100 cm3 of ethyl acetate and then washed with 3 times 50 cm3 of water and 25 cm3 of saturated aqueous sodium chloride solution. The organic phase is dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 1.50 g of a residue which is purified by flash chromatography [eluent : cyclohexane/ethyl acetate (8/2 by volume)]. After concentrating the fractions to dryness under reduced pressure (2.7 kPa), [1. 4 G OF 3-METHOXYCARBONYL-1- (ISOQUINOL-1-YL)-5-METHYL-1 H-INDOLE] are obtained in the form of a white solid melting at [142C.], 227960-12-5

As the paragraph descriping shows that 227960-12-5 is playing an increasingly important role.

Reference：
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2004/7480; (2004); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.227960-12-5,Methyl 5-methylindole-3-carboxylate,as a common compound, the synthetic route is as follows.

Description 20Methyl 5-methyl-1 -(2-methylpropyl)-1 H-indole-3-carboxylate (D20)Methyl 5-methyl-IH-indole-S-carboxylate (may be prepared as described in D19) dissolved in DMF. K2CO3 and isobutyl bromide added and mixture heated at 6O0C. Further isobutyl bromide added after ~8h, 24.5h and 3Oh. Reaction stopped after 32h. Partitioned between H2O and Et2O. Layers separated and aqueous phase extracted further with Et2O. Organic layers combined, dried (Na2SO4), filtered and cone, to give a brown oil which was purified by chromatography on silica gel with hexane + EtOAc (5-30%) as eluent to give the title compound (1.107Og). LCMS Rt 3.41 min [ES+] 246., 227960-12-5

As the paragraph descriping shows that 227960-12-5 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; WO2008/6794; (2008); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.227960-12-5,Methyl 5-methylindole-3-carboxylate,as a common compound, the synthetic route is as follows.

Methyl 5-methyl-1H-indole-3-carboxylate (200 mg, 1.06 mmol) used hydrolysis reaction (2 NNaOH water solution) to aord DX-01-03 (white solid, 150 mg, yield 81%). 1H-NMR (400 MHz,CD3OD): = 8.15 (d, J = 1.8 Hz, 1H, H-indolyl), 8.07 (s, 1H, H-indolyl), 7.39 (d, J = 8.3 Hz, 1H,H-indolyl), 7.15 (dd, J = 8.3, 1.1 Hz, 1H, H-indolyl), 2.46 (s, 3H, CH3). 13C-NMR (101 MHz, CD3OD): = 137.41, 134.35, 127.80, 127.00, 122.51, 120.09, 117.20, 113.08, 110.78, 21.77. HRMS (ESI): m/z [M + H]+calculated for C10H10NO2: 176.07061; found: 176.07094., 227960-12-5

As the paragraph descriping shows that 227960-12-5 is playing an increasingly important role.

Reference：
Article; Wen, Hui; Liu, Yuke; Wang, Shufang; Wang, Ting; Zhang, Gang; Chen, Xiaoguang; Li, Yan; Cui, Huaqing; Lai, Fangfang; Sheng, Li; Molecules; vol. 24; 11; (2019);,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.227960-12-5,Methyl 5-methylindole-3-carboxylate,as a common compound, the synthetic route is as follows.

1.63 g (11.8 [MMOL)] of potassium carbonate are added at [25C] under an argon atmosphere to 0.895 g (4.73 [MMOL)] of [3-METHOXYCARBONYL-5-METHYL-1 H-INDOLE] in 10 cm3 of dimethyl sulphoxide. After stirring at [25C] for 0.5 hour, 0.774 g (4.73 [MMOL)] of 2-chloroquinoline is added. After stirring at [100C] for 48 hours, the reaction mixture is cooled and diluted with 100 cm3 ethyl acetate and then washed with 3 times 50 cm3 of water and 25 cm3 of saturated aqueous sodium chloride solution. After separating the phases by settling, the organic phase is dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 1.2 g of a residue which is recrystallised under hot conditions from 30 cm3 of cyclohexane and 6 cm3 of ethyl acetate to give 0. 8 g of [3-METHOXYCARBONYL-5-METHYL-] [1-(QUINOL-2-YL)-1 H-INDOLE] in the form of a white solid melting at [143C.], 227960-12-5

227960-12-5 Methyl 5-methylindole-3-carboxylate 2759866, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2004/7480; (2004); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.227960-12-5,Methyl 5-methylindole-3-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 5-methyl-1H-indole-3-methyl carboxylate, (CAS 227960-12-5) (3 g, 10.58 mmol) in CH3CN (60 mL) was added cesium carbonate (10.3 g, 31.7 mmol) and the suspension was stirred at reflux temperature for 2 hrs. The mixture was then cooled at 50 C. and 4-(chloromethyl)-1,2-dimethylbenzene, (2.7 g, 17.5 mmol) was added slowly. The reaction mixture was stirred at reflux temperature for 1 hr. The reaction was cooled to room temperature and filtered to remove cesium carbonate, concentrated and gave Intermediate 1 (4.8 g).1H NMR (300 MHz, CDCl3) delta: 7.98 (s, 1H), 7.78 (s, 1H), 7.18-7.28 (m, 1H), 7.01-7.13 (m, 2H), 6.84-6.97 (m, 2H), 5.22 (s, 2H), 3.90 (s, 3H), 2.47 (s, 3H), 2.21 (d, 6H).

227960-12-5, The synthetic route of 227960-12-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ALLERGAN, INC.; US2012/129829; (2012); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles