Aniline → HCID 58504736, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-{[(1,1-dimethylethyl)oxy]carbonyl}-3-pyrrolidinecarboxylic acid (1.0 g, 4.7 mmol), CDI (1.3 g, 7.0 mmol) and HOBT (0.5 g) in CH2Cl2 (20 mL) and Hunig's base (2.0 mL) was cooled to 0° C. and stirred for 15 minutes. Then aniline (520 mg, 5.6 mmol) was added and the reaction mixture was stirred at room temperature for 6 hours. The mixture was concentrated and purified by SiO2 chromatography (eluent: 1:1 EtOAc:petroleum ether) to afford the title compound (1.3 g) as an oil. 1H NMR (400 MHz, CDCl3): δ 1.40 (s, 9H), 2.10 (m, 2H), 3.0 (m, 1H), 3.7-4 (m, 4H), 4.2 (m, 1H), 7.21 (m, 1H), 7.40 (m, 2H), 7.51 (m, 1H).

Provenance & Evidence