Ammonia → HCID 69003424, compound

Participants

Reaction Conditions

Reaction Steps

4-[(R)-3-(4-Benzyl-phenoxy)-pyrrolidin-1-yl]-butyric acid methyl ester (200 mg, 0.566 mmol) was taken into 7N ammonia in methanol solution (5 mL) in a pressure tube. The reaction was sealed and heated at 100° C. for 48 h. The mixture was then cooled to room temperature and concentrated to dryness. The resulting residue was then purified by silica gel flash chromatography (20:1 silica ratio, eluted with a gradient of 10% methanol in dichloromethane to 15% methanol in dichloromethane) to obtain the title product (145 mg, 75%); LCMS; m/z 340 (M+1); 1H NMR (400 MHz, DMSO); δ 1.58-1.74(m, 3H), 2.04-2.08 (m, 2H), 2.19-2.24 (m, 1H), 2.33-2.41 (m, 3H), 2.54-2.58 (m, 1H), 2.61-2.65 (m, 1H), 2.78-2.82 (m, 1H), 3.85 (s, 2H), 4.77-4.80 (m, 1H), 6.68 (s, 1H), 6.78 (d, J=8.8, 2H), 7.11 (d, J=8.4, 2H), 7.17-7.22 (m, 3H), 7.25-7.29 (m, 1H).

Provenance & Evidence