3,4-Dichlorobenzoic acid → HCID 18353766, compound

Participants

Reaction Steps

The title compound was prepared by an analogous procedure to that described in example 24 from compound 30b (0.07 g, 0.22 mmol), 1-hydroxy-7-azabenzotriazole (0.03 g, 0.22 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.05 g, 0.26 mmol), 3,4-dichlorobenzoic acid (0.042 g, 0.22 mmol) and diisopropylethylamine (0.115 ml, 0.66 mmol) in dry DMF (2 ml). Chromatography over silica gel eluting with increasing amounts of 9:1 methanol/ammonia in dichloromethane gave a white solid (35%). δH (CD3OD) 1.5-1.9 (6H, envelop), 3.3-3.5 (4H, m), 5.70 (1H, s), 7.30 (1H, t), 7.45 (1H, d), 7.58 (1H, d), 7.65 (1H, d), 7.77 (1H, dd), 8.02 (1H, d), 8.11 (1H, d). MS (ES+) 420 (71%), 418 (100%) MH+.

Provenance & Evidence