Sodium Carbonate → HCID 22048903, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-fluorophenylboronic acid (83.4 mg, 0.600 mmol), 7-bromo-1H-indole (98.0 mg, 0.500 mmol), LiCl (42.0 mg, 1.00 mmol), Na2CO3 (2.0 M, 0.100 mL), Pd(PPh3)4 (115 mg, 0.100 mmol) and DME (2.00 mL) was heated at 75° C. for 12 h under Argon. The resulting crude mixture was diluted with water (40 mL), the aqueous layer was extracted with CH2Cl2 (3×20 mL). The combined organic layers were washed with brine (30 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by preparative TLC using hexane:EtOAc (8:1) to give the desired product 7-(2-fluorophenyl)-1H-indole (108 mg, 100%): 1H NMR (400 MHz, CDCl3) 8.21 (br s, 1H), 7.71 (dm, 1H, J=7.3), 7.55 (dt, 1H, J=7.3, 1.6 Hz), 7.39 (m, 1H), 7.30-7.19 (m, 5H), 6.62 (dd, 1H, J=2.1-3.3 Hz); ESMS m/e: 211.9 (M+H)+.

Provenance & Evidence