反应详情

To a solution of N-(6-chloro-4-iodo-pyridin-3-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide (200 mg, 393 μmol) in DME (4 mL) under argon atmosphere was added 4-fluoro-2-methylphenylboronic acid (66.6 mg, 433 μmol, CAS RN 39911-29-8) and 2M aqueous Na2CO3 solution (1 mL). The reaction mixture was stirred for 15 minutes. Pd(II)acetate (4.41 mg, 19.7 μmol) and triphenylphosphine (10.3 mg, 39.3 μmol) were added and the reaction was stirred at 90° C. for 18 hours. The reaction mixture was poured on 10% aqueous NaHCO3 solution (30 mL) and 30 mL EtOAc. The layers were separated and the aqueous layer was extracted a second time with 30 mL EtOAc. The combined organic layers were washed with 30 mL brine, dried over MgSO4, filtered and concentrated under vacuum. The compound was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:EtOAc (100:0 to 50:50). Colorless solid (157 mg, 81.3%). MS (TurboSpray): m/z=491.075 [M+H]+.

1. stirringthe reaction was stirred at 90° C. for 18 hours
2. customThe layers were separated
3. extractionthe aqueous layer was extracted a second time with 30 mL EtOAc
4. washThe combined organic layers were washed with 30 mL brine
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated under vacuum
8. customThe compound was purified by silica gel chromatography
9. washeluting with a gradient of n-heptane:EtOAc (100:0 to 50:50)