HCID 59129495, compound → HCID 59129419, compound

Participants

Reaction Steps

A suspension of methyl 2-methyl-2-(5-nitro-1H-indol-2-yl)propanoate (60 mg, 0.23 mmol) and Raney Nickel (10 mg) in MeOH (5 mL) was hydrogenated under hydrogen (1 atm) at room temperature overnight. The catalyst was filtered off through a celite pad and the filtrate was evaporated under vacuum to give a residue, which was purified by column chromatography on silica gel (petroleum ether/ethyl acetate=5/1) to give methyl 2-(5-amino-1H-indol-2-yl)-2-methylpropanoate (20 mg, 38%). 1 H NMR (400 MHz, CDCl3) δ 8.37(br s, 1 H), 7.13(d, J=8.4 Hz, 1 H), 6.87(d, J=2.0 Hz, 1 H), 6.63(dd, J=2.0, 8.4 Hz, 1 H), 6.20(d, J=1.2 Hz, 1 H), 3.72 (d, J=7.6 Hz, 3 H), 3.43(br s, 1 H), 1.65(s, 6 H); MS (ESI) m/e (M+H+) 233.2.

Provenance & Evidence