1,2-Dichloroethane → 2-(2,3-Dioxo-2,3-dihydro-1h-pyrrolo[1,2,3-de]quinoxalin-6-yl)-n-(2'-oxo-1,1',2'3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)acetamide

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Reaction Steps

A solution of sodium (2-oxo-2,3-dihydro-1H-pyrrolo[1,2,3-de]quinoxalin-6-yl)acetate (45 mg, 0.195 mmol, described in Intermediate 26), (−)-5-amino-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1 H)-one (59 mg, 0.235 mmol, described in Intermediate 3), EDC (75 mg, 0.391 mmol), and HOBT (60 mg, 0.391 mmol) in DMF (12 mL) and TFA (0.1 mL) was stirred 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 lyophilized to give the title compound. MS: m/z=478 (M+1). HRMS: m/z=478.1524; calculated m/z=478.1510 for C27H20N5O4.

Provenance & Evidence