1,2-Dichloroethane → N-{(6S,9R)-6-(2,3-Difluorophenyl)-3-[1-(trifluoromethyl)cyclopropyl]-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-yl}-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridine]-5-carboxamide

Participants

Reaction Steps

Triethylamine (18.0 μL, 0.129 mmol), EDC (17 mg, 0.086 mmol), and HOBT (7.0 mg, 0.043 mmol) were added to a solution of (6S,9R)-6-(2,3-difluorophenyl)-3-[1-(trifluoromethyl)cyclopropyl]-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-amine from Step A (16 mg, 0.043 mmol) and the hydrochloride salt of (±)-2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridine]-5-carboxylic acid (14.0 mg, 0.043 mmol, described in Intermediate 2) in N,N-dimethylformamide (1 mL). After 18 h, the reaction mixture was filtered and purified by HPLC using a reversed phase C18 column and eluting with a gradient of H2O:CH3CN:CF3CO2H—95:5:0.1 to 5:95:0.1. Lyophilization provided the title compound. MS: m/z=634 (M+1). HRMS: m/z=634.2265; calculated m/z=634.2236 for C34H29F5N5O2.

Provenance & Evidence