2-Amino-4-methylpyridine → HCID 58706883, compound

Participants

Reaction Conditions

Reaction Steps

rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (1.85 g, 2.97 mmol) and palladium acetate (500 mg, 2.22 mmol) were suspended in toluene (30 ml), and after 2-amino-4-picoline (1.60 g, 14.8 mmol) and {1-[5-(6-bromopyridin-2-yl)-thiazol-2-yl]piperidin-4-yl}acetic acid tert-butyl ester (6.50 g, 14.8 mmol) obtained in Step 2 were sequentially added, cesium carbonate (7.25 g, 22.2 mmol) was added, and the mixture was stirred overnight at 100° C. Water was added to the reaction solution and extracted with ethyl acetate and washed with a saturated brine. The organic layer was dried over anhydrous sodium sulfate and the residue obtained by vacuum concentration was purified by chromatography on silica gel (n-hexane:ethyl acetate=1:1 to 1:10) and the title compound (4.30 g, 62%) was obtained.

Provenance & Evidence