Potassium Phosphate, Tribasic → 4-[[2-(2,4-difluorophenyl)-5-methyl-2H-1,2,3-triazol-4-yl]methyl]-2-(trifluoromethyl)pyridine

온도

70 °C

To a solution of 4-(bromomethyl)-2-(2,4-difluorophenyl)-5-methyl-2H-1,2,3-triazole (i.e. the product of Step C, 0.30 g, 1.0 mmol) in tetrahydrofuran/water (3:1, 4 mL total), was added tetrakis(triphenylphosphine)palladium(0) (0.058 g, 0.05 mmol), potassium phosphate tribasic (0.43 g, 2.0 mmol) and 2-(trifluoromethyl)pyridine-4-boronic acid pinacol ester (0.31 g, 1.15 mmol). The mixture was heated to 70° C. and stirred for 96 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried (MgSO4) and concentrated under reduced pressure. The crude residue was purified by twice by chromatography on silica gel eluting with 0 to 100% ethyl acetate in hexanes, and then was purified by reverse-phase chromatography on C18 silica gel to afford the title compound (0.18 g) as a colorless solid.

1. extractionextracted with ethyl acetate
2. dry with materialThe organic layer was dried (MgSO4)
3. concentrationconcentrated under reduced pressure
4. customThe crude residue was purified by twice by chromatography on silica gel eluting with 0 to 100% ethyl acetate in hexanes
5. customwas purified by reverse-phase chromatography on C18 silica gel

ORD 기록

ord-0f45e3c1ea9d476abd107b5ee03876aa

출처 데이터셋

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09302999B2