1,2-Dichloroethane → (+/-)-2-(Piperidin-1-ylcarbonyl)-6,8-dihydrospiro[cyclopenta[g]quinoline-7,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

Participants

Reaction Steps

A mixture of (±)-2′-oxo-1′,2′,6,8-tetrahydrospiro[cyclopenta[g]quinoline-7,3′-pyrrolo[2,3-b]pyridine]-2-carboxylic acid (15 mg, 0.045 mmol, described in Intermediate 12), piperidine (0.009 mL, 0.091 mmol), EDC (26 mg, 0.14 mmol), HOBT (21 mg, 0.14 mmol), and N,N-diisopropylethylamine (0.039 mL, 0.23 mmol) was stirred in DMF (1 mL) at ambient temperature for 18 h. The reaction mixture was purified directly by HPLC using a reversed phase C18 column and eluting with a gradient of H2O:CH3CN:CF3CO2H—90:10:0.1 to 5:95:0.1. The pure, product-containing fractions were combined and concentrated to give the title compound. MS: m/z=399 (M+1). HRMS: m/z=399.1817; calculated m/z—399.1816 for C24H22N4O2.

Provenance & Evidence