反应详情

The Boc-protected precursor of Example 3 tert-butyl 4-(4-(4-fluoro-2-methoxyphenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate was synthesized according to Method B starting from the above obtained compound tert-butyl 4-carbamoylpiperidine-1-carboxylate (100 mg, 0.44 mmol), 2-chloro-4-(4-fluoro-2-methoxy-phenyl)pyridine (94 mg, 0.4 mmol), Cs2CO3 (184 mg, 0.56 mmol), xantphos (13 mg, 23 μmol) and Tetrakis(triphenylphosphine)palladium (0) (9 mg, 8 μmol) in 1,4-dioxane (10 ml) at 125° C. for 3 h, and was purified after usual workup by column chromatography using DCM, petroleum ether, MeOH to afford the product in a yield of 23.5% as colorless oil. 1H-NMR (400 MHz, CDCl3): δ=8.34 (s, 1H), 8.25 (d, 1H), 8.00 (s, 1H), 7.70-7.65 (m, 1H), 7.48-7.42 (m, 1H), 7.35-7.32 (m, 1H), 7.22 (d, 1H), 6.76-6.70 (m, 2H), 4.17 (s, 2H), 3.83 (s, 3H), 2.82 (t, 2H), 2.45-2.40 (m, 1H), 1.93-1.90 (m, 2H), 1.79-1.70 (m, 2H), 1.46 (s, 9H), 0.88-0.86 (m, 4H), MS (m/z): 430.2 (M+H+).

1. customwas synthesized
2. customwas purified after usual workup by column chromatography
3. customto afford the product in a yield of 23.5% as colorless oil