反应详情

温度

80 °C

step 3—A flask containing 42 (106 mg, 0.259 mmol), benzophenone imine (0.070 mL, 0.417 mmol), Pd2(dba)3 (11.5 mg, 0.013 mmol), racemic BINAP (23.8 mg, 0.038 mmol), and sodium tert-butoxide (35 mg, 0.364 mmol) was purged with argon 3 times before toluene (5 mL) was added. The reaction was heated overnight at 80° C. then cooled to RT. The reaction mixture was diluted with EtOAc, filtered through CELITE, and the filtrate was concentrated. The residue was taken up in a mixture of MeOH (5 mL) and hydroxylamine (50% wt solution in water, 0.5 mL) and stirred overnight at RT before it was concentrated. The crude residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (25 to 75% EtOAc) to afford (2-amino-pyridin-4-yl)-[3-tert-butyl-2-methoxy-5-(2-methoxy-pyridin-3-yl)-phenyl]-methanone (44) as a pale yellow oil.

1. customwas purged with argon 3 times before toluene (5 mL)
2. additionwas added
3. temperaturethen cooled to RT
4. additionThe reaction mixture was diluted with EtOAc
5. filtrationfiltered through CELITE
6. concentrationthe filtrate was concentrated
7. additionThe residue was taken up in a mixture of MeOH (5 mL) and hydroxylamine (50% wt solution in water, 0.5 mL)
8. concentrationwas concentrated
9. customThe crude residue was purified by SiO2 chromatography
10. washeluting with an EtOAc/hexane gradient (25 to 75% EtOAc)