2-Chloropyrimidine → N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-3-phenyl-7-(pyrimidin-2-yl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine-1-carboxamide

Participants

Reaction Conditions

Reaction Steps

Compound 2 (15 mg, 35 umol) was dissolved in DMF (3 mL). DIPEA was added followed by the 2-chloropyrimidine. The reaction was subjected to microwave irradiation and heated at 160° C. for 15 minutes and then for a further 5 minutes under the same conditions to drive to completion. The reaction was quenched by the addition of 2 mL of saturated aqueous NaHCO3 and extracted of DCM (2×1 mL). The combined organic layers were dried with anhydrous Na2SO4, filtered and evaporated. The residue was purified by preparative LC/MS using a 10 minute gradient from 70% water/acetonitrile to 10% water/acetonitrile with 0.1% formic acid as a modifier. The desired product, Compound 298, was isolated as a clear oil (11 mg, 68% yield). LCMS (+ESI) m/z 448.2 [M+H]+.

Provenance & Evidence