Isopropylamine → HCID 59518970, compound

Participants

Reaction Steps

[7-Chloro-3-(4-fluoro-3-methoxyphenyl)-1-oxo-1H-isoquinolin-2-yl]acetic acid methyl ester (crude product from the previous experiment) was dissolved in NMP (4 mL). Propan-2-amine (973 mg, 1.402 mL, 16.46 mmol) was added dropwise with stirring and an exotherm was observed. LCMS analysis indicated that the reaction had gone to about 75% completion. Further propan-2-amine (348 mg, 0.5 mL, 5.88 mmol) was added and the reaction mixture heated at reflux temperature for 5 min followed by stirring at room temperature overnight. The resultant precipitate was filtered and washed with diethyl ether (150 mL). This afforded product contaminated with isopropylamine. The solid was dissolved in DCM (50 mL) and washed with water (2×10 mL). The organics were dried (MgSO4) and concentrated to afford 2-[7-chloro-3-(4-fluoro-3-methoxyphenyl)-1-oxo-1H-isoquinolin-2-yl]-N-isopropylacetamide (300 mg, 0.745 mmol).

Provenance & Evidence