Hydrochloric Acid → Methyl 6-[2-(3-diethylaminopropylamino)benzenesulphonylmethyl]-3-(furan-3-yl)-2-methoxybenzoate

Participants

Reaction Conditions

Reaction Steps

A solution of methyl 6-(2-fluorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-methoxybenzoate (Intermediate 96, 0.07 g) in acetonitrile (2.2 ml) was added to a solution of N,N-diethyl-1,3-propanediamine (0.225 g) in triethylamine (0.07 g) in a microwave vial. The mixture was heated in the microwave at 130° C. for 2 hours. After cooling, DCM and hydrochloric acid (1M) were added and the pH was adjusted to 8 by addition of saturated aqueous sodium hydrogen carbonate. The mixture was extracted with DCM, washed with brine, dried (MgSO4) 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 and water (350:20:3:2) to give methyl 6-[2-(3-diethylaminopropylamino)benzenesulphonylmethyl]-3-(furan-3-yl)-2-methoxybenzoate (0.083 g) as a colourless oil.

Provenance & Evidence