Trifluoroacetic acid → HCID 22877422, compound

Participants

Reaction Steps

To a solution of 146 mg (0.211 mmol) of 2-t-butoxycarbonylamino-2-methyl-N-[2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl]-3-bromo-[1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-benzazepin-3(R)-yl]butanamide (Step L) in 5 L of methylene chloride was added 5 drops of anisole followed by 5 mL of trifluoroacetic acid. The reaction mixture was stirred at room temperature for 1 hour then the solvent was removed under vacuum. The residue was purified by reverse phase medium pressure liquid chromatography on C-8, eluting with methanol/0.1% aqueous trifluoroacetic acid (60:40), to afford 87 mg (58%) of the title compound as a white solid. 1H NMR (200 MHz, CD3OD): δ 1.52 (s, 3H), 1.59 (s, 3H), 2.32 (m, 2H), 2.60-3.02 (m, 2H), 2.65 (s, 3H), 4.17 (dd; 18, 14 Hz; 2H), 4.43 (dd; 12, 9 Hz; 1H), 4.90 (d, 16 Hz, 4H), 5.34 (d, 16 Hz, 2H), 7.10-7.42 (m, 8H), 7.50 (m, 3H). FAB-MS: calculated for C30H34BrN5O3 592; found 593, 595 (100%).

Provenance & Evidence