Triethylamine → HCID 118207803, compound

Participants

Reaction Conditions

Reaction Steps

To a 20 mL vial were added (S)-tert-butyl 4-(5-(1-aminoethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)piperazine-1-carboxylate (63 mg, 0.175 mmol) in THF (5 mL), 4-chloro-6-ethyl-2-(methylthio)pyrimidine-5-carbonitrile (37.5 mg, 0.175 mmol) and Et3N (0.027 mL, 0.193 mmol). The resulting yellow solution was heated to 60° C. and stirred overnight. The next day LCMS indicated the reaction was mostly complete. The reaction mixture was diluted with EtOAc and washed with saturated aqueous NH4Cl (3×). The combined organic layers were dried over MgSO4, filtered, and concentrated. The product was purified by column chromatography (ISCO 12 g, 30-100% EtOAc/hexane gradient) to give the title compound as a yellow solid. ESI-MS m/z [M+H]+ calc'd for C27H36N8O2S, 537. found 537.

Provenance & Evidence