Sodium Bicarbonate → HCID 58700468, compound

Participants

Reaction Conditions

Reaction Steps

4-(3,4-Diamino-5-bromo-benzenesulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester ((Example 38, step d) 170 mg, 0.39 mmol) was dissolved in formic acid (2.5 mL) and heated to 100° C. for 2 hours. The resulting solution was cooled to room temperature, poured over ice-water slurry, and basified to pH 8 with NaHCO3. This aqueous solution was extracted with ethyl acetate (75 mL, 3×). The organic layer was separated and washed with water, brine, and dried over MgSO4. Solvents were removed in vacuo to afford 100 mg (57%) of 4-(7-bromo-3H-benzoimidazole-5-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester as a brown oil. ESI-MS (m/z): Calcd. for C14H11BrN2O4S3: 447 (M+H); found: 447.1 and 449.1.

Provenance & Evidence