Hydrochloric Acid → HCID 86679503, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 4-methoxy-3-(N-(2-morpholinoethyl)-methylsulfonamido)benzoate (0.902 g, theoric 2.314 mmol) in dioxane (23 ml), HCl 6N (4.63 ml, 27.8 mmol) was added, and the mixture was heated to 100° C. Additional HCl 6N (3.47 ml, 20.83 mmol) was added in two portion over 24 hours with stirring at the same temperature. The volatiles were removed under vacuum and the residue was dissolved in water (20 ml) and basified with NaHCO3 sat sol. (pH 7-8). The aqueous phase was washed with EtOAc and evaporated to dryness. The residue was purified by flash chromatography on silica gel column (DCM:MeOH=9:1 to 7:3) affording 4-methoxy-3-(N-(2-morpholinoethyl)methylsulfonamido)benzoic acid (0.758 g, 2.115 mmol, 91% yield over two steps, MS/ESI+ 358.9 [MH]+).

Provenance & Evidence