Cesium carbonate → HCID 118114929, compound

Participants

Reaction Conditions

Reaction Steps

(R)-3-(6-Chloro-5-cyanopyrazin-2-ylamino)-N,N-dimethylazepane-1-carboxamide (509) (53 mg, 0.16 mmol) was combined with 3-methylisothiazol-5-amine hydrochloride (45 mg, 0.39 mmol), Pd(OAc)2 (14 mg, 0.062 mmol), BINAP (36 mg, 0.058 mmol), and Cs2CO3 (196 mg, 0.601 mmol). The solids were suspended in dioxane (10 mL degassed for 10 minutes with Nitrogen sparge) and the resulting suspension was stirred at 115° C. for 4 hours. The reaction mixture was cooled to RT, filtered, and purified by prep-TLC (EtOAc/DCM) to give (R)-3-(5-cyano-6-(3-methylisothiazol-5-ylamino)pyrazin-2-ylamino)-N,N-dimethylazepane-1-carboxamide (510) (20 mg, 0.050 mmol, 31% yield).

Provenance & Evidence