Acetic Anhydride → Telmisartan

Participants

Reaction Conditions

Reaction Steps

A solution of lithium formate (262 mg, 3 eq), diisopropylethylamine (DIEA; 0.58 mL, 2 eq), acetic anhydride (0.32 mL, 2 eq) in anhydrous dimethylformamide (DMF; 2 mL) was stirred at room temperature for 1 hour. Then, 3′-(2′-iodo-biphenyl-4-ylmethyl)-1,7′-dimethyl-2′-propyl-1H,3′H-[2,5′]bibenzoimidazolyl (1 g, 1.68 mmol), Pd2(dba)3 (38 mg, 0.025 eq, dba is dibenzylideneacetone), LiCl (211 mg, 3 eq) in anhydrous DMF (4 mL) were added. The reaction mixture was stirred at 80° C. for 3 h, filtered and after cooling poured into 1.2 mL of water, stirred for 15 minutes, product filtered, washed with water and dried in vacuo to yield telmisartan.

Provenance & Evidence