Cesium carbonate → HCID 90355855, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of rel-2-amino-4-{[(1R,2S)-2-aminocyclohexyl]amino}benzonitrile (100 mg, 0.430 mmol), 2-chloro-4,6-dimethylpyridine (65 mg, 0.46 mmol), palladium(II) acetate (12 mg, 0.053 mmol), cesium carbonate (284 mg, 0.860 mmol) and Xantphos (58 mg, 0.10 mmol) was purged with nitrogen. To this mixture was added 1,4-dioxane (10 mL), and the reaction mixture was heated to 90° C. under a nitrogen atmosphere. After 3 hours, the reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was purified via reverse phase HPLC (acetonitrile/water with 0.1% TFA, linear gradient) to give rel-4-{[(1R,2S)-2-aminocyclohexyl]amino}-2-[(4,6-dimethylpyridin-2-yl)amino]benzonitrile. MS ESI calc'd. for C20H26N5 [M+H]+ 336. Found 336.

Provenance & Evidence