反应详情

温度

90 °C

A mixture of 6-chloro-2-(4-(4-methylpiperazine-1-carbonyl)phenylamino)nicotinamide (40 mg, 0.107 mmol), 2,4-difluorophenylboronic acid (16.90 mg, 0.107 mmol), K2CO3 (29.6 mg, 0.214 mmol), and Pd(Ph3P)4 (12.36 mg, 10.70 μmol) in THF (2 mL) in a microwave vial was degassed by passing nitrogen through briefly. The vial was sealed and heated to 90° C. overnight. The reaction mixture was diluted with CH2Cl2, washed with satd. NaHCO3, water, and concentrated. The residue was purified by prep-HPLC. The product containing fractions were collected, basified by 1N NaOH, extracted with CH2Cl2, washed with water, concentrated to give 17 mg of 6-(2,4-difluorophenyl)-2-(4-(4-methylpiperazine-1-carbonyl)phenylamino)nicotinamide as a yellow solid. LCMS: (M+H)+=452.08 1H NMR (400 MHz, CDCl3) δ ppm 10.80 (1H, s), 8.08 (1H, td, J=8.79, 6.59 Hz), 7.79-7.83 (1H, m), 7.77 (2H, d, J=8.35 Hz), 7.35 (2H, d, J=8.79 Hz), 7.23-7.27 (1H, m), 6.98-7.06 (1H, m), 6.93 (1H, ddd, J=11.42, 8.79, 2.64 Hz), 3.67 (4H, br. s.), 2.36-2.61 (4H, m), 2.33 (3H, s).

1. customwas degassed
2. customThe vial was sealed
3. additionThe reaction mixture was diluted with CH2Cl2
4. washwashed with satd
5. concentrationNaHCO3, water, and concentrated
6. customThe residue was purified by prep-HPLC
7. additionThe product containing fractions
8. customwere collected
9. extractionextracted with CH2Cl2
10. washwashed with water
11. concentrationconcentrated