Acetic Anhydride → HCID 59003157, compound

Participants

Reaction Steps

Add acetic anhydride (0.22 mL, 2.34 mmol) and sodium formate (26 mg, 0.39 mmol) to a solution of 5-(3,5-Bis-trifluoromethyl-benzylamino)-8-chloro-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid isopropyl ester (see example 3) (40 mg, 0.078 mmol) in formic acid (0.5 mL) and stir at room temperature for 16 h. Chromatograph the residue over silica cartridge, eluting with hexanes/ethyl acetate (5:1), to afford the title compound (27 mg, 64%). 1H NMR (DMSO-d6, 300 MHz, 100° C.) δ 1.14 (d, J=6.5 Hz, 6H), 1.63-2.05 (m, 2H), 3.43 (m, 1H), 3.63 (m, 1H), 4.56-4.61 (m, 1H), 4.70-4.72 (m, 1H), 4.77-4.89 (m, 2H) 7.09 (d, J=8.3 Hz, 1H), 7.23-7.26 (m, 2H), 7.80-7.86 (m, 3H), 8.46 (s, 1H). MS (ES+): 537 (M+H).

Provenance & Evidence