Ammonia → HCID 54767995, compound

Participants

Reaction Conditions

Reaction Steps

2-Amino-3-[5-(4-phenoxyphenyl)-1H-indol-3-yl]propionamide (8) was prepared as follows. A mixture of compound 7 prepared in Example 1 (0.2 g), NH3 (7N in MeOH, 6 mL) was shaken at 70° C. for 36 hours. EtOAc (40 mL) was added to the reaction mixture, then, washed with water and brine, concentrated and purified by column (EtOAc/MeOH 10/1, then EtOAc/MeOH/NH4OH 10/2/0.5) to afford compound 8 as a yellow solid (0.11 g, 64%): 1H-NMR (400 MHz, CD3OD) δ: 7.85 (s, 1H), 7.68-7.72 (m, 2H), 7.35-7.41 (m, 4H), 7.02-7.15 (m, 5H), 3.74-3.78 (m, 1H), 3.25-3.3 (m, 1H), 3.04-3.14 (m, 1H); LC/MS: m/z=372.5 [M+H]+ (Calc: 371.4).

Provenance & Evidence