Hexamethylphosphoramide → HCID 59316845, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-iodo-benzofuran-4-carboxylic acid [3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-thiazolidin-4-ylmethyl]-amide (57 mg), copper (I) iodide (91 mg, 5 eq), methyl 2,2-difluoro-2-(fluorosulfonyl)acetate (0.08 mL, 6.5 eq), HMPA (0.17 mL, 10 eq) in dry DMF (2.5 mL) was stirred at 80° C. for 16 hours under nitrogen. After cooling to rt, the reaction mixture was partitioned between water and EtOAc, the organic phase was washed again with water, dried (MgSO4), filtered and concentrated in vacuo to yield a crude yellow-orange oil. FC (AlO3, EtOAc/n-heptane: 7/3) gave the title compound (4.2 mg, 8%) as a white solid. LC-MS: tR=1.08 min; [m+H]+=546.22.

Provenance & Evidence