Aniline → 3-(2,4-Diphenylamino-pyrimidin-5-yl)-2-(3,5-bis-trifluoromethyl-phenyl)-propionic acid methyl ester

温度

120 °C

A mixture of 2-(3,5-bis-trifluoromethyl-phenyl)-3-(2,4-dichloro-pyrimidin-5-yl)-propionic acid methyl ester (0.35 g, 0.78 mmol) (from Example 8b supra) and aniline (2.0 mL) (Aldrich) was heated at 120° C. for 1 hour. The reaction mixture was washed with hexanes (50 mL×3) and the supernatant was decanted off after each time. The residue was dissolved in ethyl acetate (100 mL) and successively washed with saturated aqueous ammonium chloride solution (30 mL), water (30 mL) and brine (30 mL), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The crude product was then triturated with ethyl acetate-hexanes. The resulting solid was collected by filtration and washed with diethyl ether to give crude 3-(2,4-diphenylamino-pyrimidin-5-yl)-2-(3,5-bis-trifluoromethyl-phenyl)-propionic acid methyl ester as an off-white solid which was used in the next step without further purification. (Yield 0.47 g).

1. washThe reaction mixture was washed with hexanes (50 mL×3)
2. customthe supernatant was decanted off after each time
3. dissolutionThe residue was dissolved in ethyl acetate (100 mL)
4. washsuccessively washed with saturated aqueous ammonium chloride solution (30 mL), water (30 mL) and brine (30 mL)
5. dry with materialdried over anhydrous sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe crude product was then triturated with ethyl acetate-hexanes
9. filtrationThe resulting solid was collected by filtration
10. washwashed with diethyl ether

ORDレコード

ord-1bfc78b0e9c34df2912beabf6aeef46e

出典データセット

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07098332B2