Acetyl chloride → HCID 71145312, compound

Participants

Reaction Steps

A solution of (S)-1-(4-chloro-phenyl)-2-[4-(3-hydroxy-azetidin-3-yl)-phenyl]-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one (example 56) (40 mg, 0.081 mmol) in DCM (2 ml) was immersed in an ice-bath. DIPEA (Fluka) (0.043 ml, 0.243 mmol) was added, followed by acetyl chloride (Aldrich) (7.50 μl, 0.105 mmol). Afterwards the reaction was stirred in the ice-bath for 30 min. The reaction mixture was taken up in aqueous NaHCO3 solution. The organic phase was extracted two times with DCM. The organic layers were pooled, dried over Na2SO4, filtered and concentrated in vacuo to obtain the crude product which was purified by preparative TLC (DCM/MeOH 9:1; Rf range from 0.08 to 0.15 was scratched from the plate). The silicagel was taken up in 20 ml DCM/MeOH 1:1. The silicagel was filtered off and the filtrate was evaporated in vacuo to obtain the title compound as yellowish solid.

Provenance & Evidence