Sodium Carbonate → HCID 145857605, compound

Participants

Reaction Steps

A solution of 4-bromo-6-[5-(tert-butoxycarbonylamino-imino-methyl)-2-methylsulfanyl-thiophene-3-sulfonyl]-benzoimidazole-1-carboxylic acid tert-butyl ester ((from above step b) 1.00 g, 1.58 mmol) in MeOH (10 mL) was treated with aqueous Na2CO3 (0.340 g, 3.17 mmol in 2 mL water). The reaction mixture was stirred at room temperature 30 min., and solvents were removed in vacuo. The residue was taken up in EtOAc and washed with water (1×50 mL) and brine (1×50 mL). The organic layer was dried over MgSO4 and concentrated in vacuo to afford the product {[4-(7-bromo-3H-benzoimidazole-5-sulfonyl)-5-methylsulfanyl-thiophen-2-yl]-imino-methyl}-carbamic acid tert-butyl ester (0.755 g, 90%) as a brown solid. 1H NMR (MeOD): δ 8.48 (s, 1H), 8.32 (m, 1H), 8.20 (s, 1H), 8.03 (d, 1H, J=1.6 Hz), 2.63 (s, 3H), 1.48 (s, 9H).

Provenance & Evidence