Reaction #72040

Reaction equation

cesium carbonate

benzyl cis(±)-[3-methoxypiperidin-4-yl]carbamate hydrochloride

methyl 2-chloro-6-methylpyridine-4-carboxylate

BINAP

→

title compound

Yield 7.4%

Methyl cis(±)-2-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-6-methylpyridine-4-carboxylate

Yield 7.4%

Conditions

Procedure

The same operation as in Example (42a) was performed using benzyl cis(±)-[3-methoxypiperidin-4-yl]carbamate hydrochloride obtained in Example (160a) (384 mg, 1.45 mmol), methyl 2-chloro-6-methylpyridine-4-carboxylate (243 mg, 1.31 mmol), palladium acetate (32.7 mg, 0.15 mmol), BINAP (181 mg, 0.29 mmol) and cesium carbonate (1.42 g, 4.36 mmol), to obtain 40.1 mg of the title compound as a yellow oily substance (6.7%).

Source