反应详情

温度

50 °C

To a solution of 6-bromoquinazolin-4-amine (0.400 g, 1.79 mmol), tris(dibenzylideneacetone)dipalladium (o) (0.163 g, 0.179 mmol) and Q-phos (0.20 g) in 10 mL of THF was added 2-tert-butoxy-2-oxoethylzinc chloride 0.5 m in diethyl ether (10.7 ml, 5.36 mmol). The reaction was heated at 50° C. for 16 hours and was quenched with 50 mL of satd. NH4Cl. The mixture was diluted with 60 mL of EtOAc. The organic phase was separated, washed with brine, dried over Na2SO4 and concentrated in vacuo to give red solid. The residue was purified by a silica gel column chromatography (5% EtOAc/hex to EtOAC) to give red solid tert-butyl 2-(4-aminoquinazolin-6-yl)acetate which was used without further purification. MS (ESI pos. ion) m/z: 260.1 (M+H). Calc'd Exact Mass for C14H12N3O2: 259.1.

1. customwas quenched with 50 mL of satd
2. additionThe mixture was diluted with 60 mL of EtOAc
3. customThe organic phase was separated
4. washwashed with brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated in vacuo
7. customto give red solid
8. customThe residue was purified by a silica gel column chromatography (5% EtOAc/hex to EtOAC)