Cesium carbonate → Ethyl 6-chloro-7-(4-(4-(4-(trifluoromethyl)phenyl)pyrimidin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylate

Participants

Reaction Conditions

Reaction Steps

Ethyl 7-(4-carbamoylphenoxy)-6-chlorochroman-4-carboxylate (Example 45, Step A; 75 mg, 0.20 mmol) 2-chloro-4-(4-(trifluoromethyl)phenyl)pyrimidine (52 mg, 0.20 mmol), XPHOS (9.5 mg, 0.020 mmol), Pd2dba3 (9.1 mg, 0.0100 mmol) and Cs2CO3 (130 mg, 0.40 mmol) were diluted with THF (0.6 mL) and purged with Argon for 2 minutes. The reaction was capped, heated to 50° C. and stirred overnight. The reaction was loaded directly onto silica gel and eluted with 50% ethyl acetate/hexanes to 100% ethyl acetate/hexanes to yield the desired compound (50 mg, 0.084 mmol, 42% yield).

Provenance & Evidence