101861-63-6, The synthetic route of 101861-63-6 has been constantly updated, and we look forward to future research findings.
101861-63-6, 4,6-Dichloroindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Example IPreparation of 4, 6-dichloro-N-(4, 4-dimeth ylcyclohexyl)- IH-indole-2-carboxamide (IA): (1A)A mixture of 4,6-dichloro-1 H-indole-2-carboxylic acid -1d: 205 g, 891 .1 mmol in 9 batches) and 4,4-dimethylcyclohexylamine.HCI -6b: 160.4 g, 980.2 mmol) in dry DMF (2290 mL) was cooled to 000 and added HATU (406.3 g, 1070 mmol) followed by5 DIPEA (775.5 mL, 4450 mmol) drop-wise and the mixture was stirred under inert atmosphere at room temperature for 17 h. Ice-cold water (7000 mL) was added to the reaction mixture and stirred vigorously and the precipitated solid was collected by filtration and dried thoroughly. The combined crude solids from all batches were purified by column chromatography over silica gel (100-200 mesh) using a solvent gradient of10 30%-40% ethyl acetate in hexanes as eluentto afford 213 g of light brown solid. It was triturated with ether/hexanes (3:7) in five cycles to give off-white solid. The solid was treated with charcoal in ethyl acetate/methanol (4:1) at 70C for 3h and filtered to afford 207 g (68.5%) of 4,6-dichloro-N-(4,4-dimethylcyclohexyl)-1 H-indole-2-carboxamide (IA) as a white solid.15 NMR (400 MHz, DMSO-d6): 6 12.06 (5, 1 H), 8.44 (d, J = 8.0 Hz, 1 H), 7.41 (5,1 H), 7.30 (5, 1 H), 7.22 (5, 1 H), 3.80-3.65 (m, 1 H), 1 .70-1 .60 (m, 2H), 1.60-1 .45 (m, 2H),1.45-1.35 (m, 2H), 1.35-1.20 (m, 2H), 0.95 (5, 3H), 0.93 (5, 3H). 130 NMR (100 MHz,DMSO-d6): 6159.3, 136.7, 133.7, 127.5, 126.2, 124.8, 119.3, 111.1, 100.6, 48.1, 37.6(20), 32.1, 29.3 (20), 28.1 (20). ESI MS: m/z 339.01 [(Mi-H] & 341 .03 [(M+2)+H]. HPLC 20 purity: 99.7%.
101861-63-6, The synthetic route of 101861-63-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NOVARTIS AG; JIRICEK, Jan; KONDREDDI, Ravinder Reddy; SMITH, Paul William; WO2014/37900; (2014); A1;,
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