Triethylamine → Methyl 6-[2-(2-diethylaminomethylazetidin-1-yl)benzenesulphonylmethyl]-3-(furan-3-yl)-2-methoxybenzoate

Participants

Reaction Conditions

Reaction Steps

Triethylamine (0.762 ml) was added to a solution of methyl 6-(2-fluorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-methoxybenzoate (Intermediate 96, 0.0657 g) and 2-Diethylaminomethylazetidine dihydrochloride (Intermediate 206, 0.314 g) in acetonitrile (10 ml) and the mixture was sealed in a microwave vial and heated in the microwave for 3 hours at 140° C. The mixture was cooled to room temperature and evaporated to dryness. DCM and water were added to the residue and the pH was adjusted to 6 by addition of 1M HCl. The organic layer was separated, washed with water, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of DCM: methanol: acetic acid:water (350:20:3:2) to give methyl 6-[2-(2-diethylaminomethylazetidin-1-yl)benzenesulphonylmethyl]-3-(furan-3-yl)-2-methoxybenzoate (0.051 g) as a brown gum.

Provenance & Evidence