반응 #613869

반응 방정식

4-(2-Bromo-propionylamino)-benzoic acid methyl ester

[5-(2,4-Dichloro-phenyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol

sodium hydride

→

4-{2-[5-(2,4-Dichloro-phenyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-propionylamino}-benzoic acid

용매

DMF

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   여과dilution with 1 M aqueous hydrochloric acid the reaction mixture was filtered through a chem Elut® cartridge
3. 3
   세척by eluting with ethyl acetate
4. 4
   기타The solvents were removed under reduced pressure
5. 5
   기타the residue was purified by preparative HPLC (
6. 6
   세척C18 reverse phase column, elution with a water/MeCN gradient with 0.1% TFA)
7. 7
   workup.ADDITIONThe fractions containing the product
8. 8
   기타were evaporated
9. 9
   기타to yield a white solid

실험 절차

To a solution of 80 mg of [5-(2,4-Dichloro-phenyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol in 2 ml of DMF were added 38 mg of sodium hydride (60% in mineral oil) at room temperature. After 15 min, 71 mg of tetrabutylammonium iodide and 83 mg of 4-(2-Bromo-propionylamino)-benzoic acid methyl ester were added and the reaction mixture was heated to 80° C. for 8 h. After cooling to room temperature and dilution with 1 M aqueous hydrochloric acid the reaction mixture was filtered through a chem Elut® cartridge by eluting with ethyl acetate. The solvents were removed under reduced pressure and the residue was purified by preparative HPLC (C18 reverse phase column, elution with a water/MeCN gradient with 0.1% TFA). The fractions containing the product were evaporated and lyophilized to yield a white solid. Yield: 2 mg.

출처