Sodium Carbonate → 5-Bromo-3-(4-chloro-phenyl)-6-trifluoromethyl-pyrazin-2-ylamine

To a mixture of 6.08 g 3,5-dibromo-6-trifluoromethyl-pyrazin-2-ylamine, 3.25 g 4-chlorophenylboronic acid and 1.095 g tetrakis(triphenylphosphine)palladium(0) in 60 ml 1,2-dimethoxyethane was added a solution of 4.016 g sodium carbonate in 22.74 ml water and the mixture was heated to reflux for 18 h. The reaction mixture was cooled to room temperature and partitioned between 10% aqueous citric acid and ethyl acetate, the phases were separated and the organic phase was purified by chromatography on silica gel with a gradient of 9:1 heptane: dichloromethane to 1:1 heptane: dichloromethane to yield 4.45 g of the title compound as white solid. MS (M−H) at 352.0 and 350.1.

1. temperaturethe mixture was heated
2. temperatureto reflux for 18 h
3. custompartitioned between 10% aqueous citric acid and ethyl acetate
4. customthe phases were separated
5. customthe organic phase was purified by chromatography on silica gel with a gradient of 9:1 heptane

ORDレコード

ord-273bec9c387d474881a92d34194f04c7

出典データセット

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08088920B2