Methanesulfonyl chloride → HCID 21034952, compound

Participants

Reaction Conditions

Reaction Steps

(4-Aminomethyl-6,7-dimethoxy-isoquinolin-1-yl)-(2-fluoro-5-methoxy-phenyl)-methanone (Example 27) (100.5 mg, 0.2269 mmol) was suspended in 5 ml of methylene chloride. The solution was cooled to −78° C. and methanesulfonyl chloride (0.0195 ml, 1.10 eq) was added followed by the addition of N,N-diisopropylethylamine (0.122 ml, 3.0 eq). The mixture was stirred at −78° C. for 1 hr and then at room temperature overnight. The mixture was evaporated and the residue was purified through a flash column chromatography using ethyl acetate and hexane (4/1 ratio) to give N-[1-(2-Fluoro-5-methoxy-benzoyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-methanesulfonamide (70 mg, 69%). ES-MS calcd for C21H21N21O6S (m/e) 448.47, obsd 449.0 (M+H).

Provenance & Evidence