Potassium Phosphate, Tribasic → 5-(4-Chlorophenyl)-2-{[5-(2,3-difluorophenyl)-2-thienyl]methyl}-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

온도

110 °C

Under an atmosphere of argon, 84 mg (0.19 mmol) of the compound from Example 30A and 45 mg (0.29 mmol) of 2,3-difluorophenylboronic acid were dissolved in 2 ml of toluene. 9 mg (0.01 mmol) of tris(dibenzylideneacetone)dipalladium, 8 mg (0.02 mmol) of 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl and 81 mg (0.38 mmol) of potassium phosphate were then added, and under argon the mixture was heated at 110° C. for 14 h. For work-up, the mixture was diluted at RT with 10 ml of ethyl acetate and 10 ml of water, the organic phase was separated off and the aqueous phase was extracted two more times with in each case 10 ml of ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified chromatographically [Method 19]. This gave 25 mg (24% of theory) of the target compound.

1. customthe organic phase was separated off
2. extractionthe aqueous phase was extracted two more times with in each case 10 ml of ethyl acetate
3. dry with materialThe combined organic phases were dried over sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe crude product was purified chromatographically [Method 19]

ORD 기록

ord-f2b1f71b0e5544d29f480f0fc5ab9250

출처 데이터셋

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09187466B2