Cesium carbonate → HCID 86700150, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-ethyl 2-(2-(2-(1H-indazol-5-yl)pyridin-4-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (20 mg, 0.0327 mmol) in DMF (1 mL) was added Cs2CO3 (53 mg, 0.163 mmol), methyl 2-chloro-2,2-difluoroacetate (4 μL, 0.039 mmol). The reaction mixture was heated at 60° C. overnight. Then more methyl 2-chloro-2,2-difluoroacetate (6 μL, 0.058 mmol) was added and heated at 60° C. for 1 day. The reaction mixture was washed by water, extracted by EtOAc, the organic phase was dried over MgSO4, filtered, concentrated down, purified by silica gel column, eluting by 0-50% EtOAc in hexanes to give (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-(1-(difluoromethyl)-1H-indazol-5-yl)pyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate LCMS-ESI+: calc'd for C35H31ClF2N4O3S: 661.2 (M+H+); found: 661.2; and (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-(2-(difluoromethyl)-2H-indazol-5-yl)pyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate. LCMS-ESI+: calc'd for C35H31ClF2N4O3S: 661.2 (M+H+); found: 661.3.

Provenance & Evidence