With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.766557-02-2,6-Chloro-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.,766557-02-2
To a stirred solution of indolic amine (Id) (93 mg, 0.3 mmol) and 6-chloro-lH-indole-3- carboxylic acid (2e) (65 mg, 0.33 mmol) in 5 mL of dry CH2C12, l-ethyl-3-(3- dimethylaminopropyl) carbodiimide (EDCI, 5 mg, 0.33 mmol) was added at room temperature. The resulting mixture was stirred overnight. CH2C12 was evaporated then EtOAc (20 mL) and a 1M aqueous solution of hydrochloric acid (20 mL) were added. After extraction, the organic phase was washed with a 1M aqueous hydrochloric acid, a 5% aqueous solution of Na2C03, brine, dried over anhydrous MgS04, filtered and concentrated under vacuum. Purification of the resulting crude product by column chromatography using EtOAc-pentane (from 10/90 to 80/20) yielded pure bis-indole 6b (90 mg, 0.185 mmol) as a beige foam. Yield: 62%.IR (neat): 3410, 3270, 2970, 2930, 1685, 1620, 1530, 1445, 1365, 1160, 850, 795 cm”1. 1H NMR (300 MHz, CDC13): delta = 1.36 (s, 9H), 3.57-3.63 (m, 2H), 5.22-5.28 (m, 1H), 5.40-5.45 (m, 1H),6.89- 7.19 (m, 6H), 7.42-7.54 (m, 2H), 7.96-8.01 (s, 1H), 9.01 (s, 1H), 9.61 (s, 1H) ppm. 13C NMR (75.5 MHz, CDC13): delta = 27.7 (3C), 44.1, 47.3, 79.4 (C), 110.5, 1 11.3, 112.2, 113.4, 117.9, 121.2, 121.3, 121.7, 123.3, 123.8, 124.6, 126.7, 128.0, 128.3, 134.8, 136.7, 157.5, 165.8 ppm. LRMS (ESI): m/z (%) = 509 (32) [(M+Na)+], 237 (100).
The synthetic route of 766557-02-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; UNIVERSITE JOSEPH FOURIER; DENIS, Jean-Noel; JOLIVALT, Claude, Marcelle; MAURIN, Max, Maurin, Louis; JEANTY, Matthieu; WO2013/14102; (2013); A1;,
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