反应详情

温度

130 °C

1-((2S,4R)-4-amino-2-methyl-6-(5-(morpholine-4-carbonyl)pyridin-2-yl)-3,4-dihydroquinolin-1(2H)-yl)ethanone hydrochloride (for a preparation see Intermediate 65) (100 mg, 0.232 mmol), 2-bromo-5-methylpyrazine (80 mg, 0.464 mmol), 2′-(dicyclohexylphosphino)-N,N-dimethyl-[1,1′-biphenyl]-2-amine (27.4 mg, 0.070 mmol), tris(dibenzylideneacetone)dipalladium(0) (42.5 mg, 0.046 mmol) and sodium tert-butoxide (66.9 mg, 0.696 mmol) were combined in 1,4-dioxane (2 mL) and the mixture degassed over a period of 15 mins, before being heated under microwave irradiation to 130° C. for 40 mins. The reaction mixture was partitioned between saturated aqueous sodium bicarbonate (50 mL) and DCM (3×50 mL). The organics were combined, dried by passing through a hydrophobic frit and concentrated in vacuo to give a residue which was purified by MDAP (HpH) to give 1-((2S,4R)-2-methyl-4-((5-methylpyrazin-2-yl)amino)-6-(5-(morpholine-4-carbonyl)pyridin-2-yl)-3,4-dihydroquinolin-1(2H)-yl)ethanone (38 mg, 0.078 mmol, 34% yield). LCMS: (Formate, 2 min), Rt=0.71 mins, MH+487

1. customthe mixture degassed over a period of 15 mins
2. customThe reaction mixture was partitioned between saturated aqueous sodium bicarbonate (50 mL) and DCM (3×50 mL)
3. customdried
4. concentrationconcentrated in vacuo
5. customto give a residue which
6. customwas purified by MDAP (HpH)