Triethylamine → HCID 90466852, compound

Participants

Reaction Steps

See FIG. 20(d). To a stirred solution of 6-bromo-1-((6-methoxy-5-methylpyrimidin-4-yl)methyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid (0.13 g, 0.34 mmol) in dichloromethane (10 mL), were added 2-fluoroethan-1-amine (0.06 g, 0.68 mmol), triethylamine (0.1 g, 1.02 mmol) and T3P (0.32 g, 1.02 mmol) and the mixture was stirred at RT for 16 h. Then the reaction mixture was poured into water and extracted with dichloromethane. The organic layer was washed with brine and concentrated. The crude product was purified by silica gel column chromatography and subsequent PREP purification to afford 6-bromo-N-(2-fluoroethyl)-1-((6-methoxy-5-methylpyrimidin-4-yl)methyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide as a white solid. Yield: 25 mg (17%). ES+MS m/z: 424.2 (M+1). 1H NMR (400 MHz, DMSO-d6): δ ppm 2.24 (s, 3H), 3.68 (bs, 1H), 3.75 (bs, 1H), 4.51 (bs, 1H), 4.64 (bs, 1H), 5.70 (s, 2H), 8.28 (s, 1H), 8.39 (d, 1H, J=10.9 Hz), 8.58 (s, 1H), 8.64 (bs, 2H)

Provenance & Evidence