Potassium Carbonate → 5-Bromo-N,N-dimethylpyridin-3-amine

温度

200 °C

To a solution of 3,5-dibromopyridine (XLII) (2.37 g, 10.0 mmol) in dry DMF (20.0 mL) was added K2CO3 (4.5 g, 33 mmol) and dimethylamino hydrochloride (1.79 g, 22 mmol). The mixture was heated overnight at 200° C. in a sealed tube. The solution was cooled to room temperature and excess DMF was removed under vacuum. The residue was partitioned between EtOAc and water. The organic phase was separated. The aqueous phase was washed with EtOAc and the combined organic phases were dried over MgSO4, and concentrated to afford 5-bromo-N,N-dimethylpyridin-3-amine (XLIII) as an off-white solid (1.78 g, 8.85 mmol, 88% yield). 1H NMR (DMSO-d6, 500 MHz) δ ppm 2.94 (s, 6H), 7.25 (t, J=2 Hz, 1H), 7.91 (d, J=2 Hz, 1H), 8.07 (d, J=2 Hz, 1H); ESIMS found C7H9BrN2 m/z 201.1 (M+H).

1. temperatureThe solution was cooled to room temperature
2. customexcess DMF was removed under vacuum
3. customThe residue was partitioned between EtOAc and water
4. customThe organic phase was separated
5. washThe aqueous phase was washed with EtOAc
6. dry with materialthe combined organic phases were dried over MgSO4
7. concentrationconcentrated

ORDレコード

ord-11801f2dd52a48ea83dfb83ac8c7f874

出典データセット

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09233104B2