HCID 86660245, compound → HCID 46178835, compound

Participants

Reaction Conditions

Reaction Steps

A solution of ethyl (5S)-5-(3,5-difluorophenyl)-2,2-dimethyl-5-({[(7S)-2′-oxo-1′,2′,6,8-tetrahydrospiro[cyclopenta[g]quinoline-7,3′-pyrrolo[2,3-b]pyridin]-3-yl]methyl}amino)pentanoate from Step B (131 mg, 0.224 mmol) in a 90/10 mixture of xylenes/HOAc (20 mL) was heated to 140° C. for ˜22 hours. After allowing the reaction mixture to cool, the bulk of the solvent was removed in vacuo to give a residue. This residue was diluted with chloroform (50 mL) and washed with saturated sodium bicarbonate (25 mL). This aqueous layer was then extracted twice with DCM (2×30 mL). The combined organics were dried over sodium sulfate, filtered and concentrated in vacuo to provide a residue. This residue was applied to a silica gel column for purification, eluting with a gradient of CH2Cl2:MeOH—99:1 to 94:6. Clean product-containing fractions were pooled and concentrated in vacuo to give the title compound. MS: m/z=585 (M+1). HRMS: m/z=539.2264; calculated m/z=539.2253 for C32H29F2N4O2.

Provenance & Evidence