Methyl (S)-2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-(tert-butoxy)acetate → HCID 86700446, compound

Participants

Reaction Conditions

Reaction Steps

A 5 mL microwave reaction tube was charged with 2-bromo-5-(4-isopropylpiperazin-1-yl)thiazole (12 mg, 0.041 mmol), Pd(PPh3)4 (7 mg, 15 mol %), CuI (4 mg, 30 mol %) and (SnBu3)2 (48 mg, 2 eq.) and toluene (0.5 mL). The reaction was heated to 110° C. in oil bath. (S)-methyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (20 mg, 1.1 eq.) in toluene (4 mL) was added slowly (over 1.5 hours). The reaction was heated at 110° C. in oil bath for 2 hours. The reaction crude was partitioned between ethyl acetate and brine. The organic layer were concentrated and purified by reverse phase column chromatography (5-100% ACN/H2O+0.1% TFA) to give desired product. LCMS-ESI+: calc'd for C31H38ClN4O3S2: 613.2 (M+H+); Found: 613.2 (M+H+).

Provenance & Evidence