반응 #1005950

반응 방정식

ammonia water

tetrahydrofuran

methanesulfonyl chloride

tetrahydrofuran

{2-[3-(3,4,5-Trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-4-(tri-fluoromethyl)pyrimidin-5-yl}methanol

tetrahydrofuran

→

title compound

수율 45.0%

1-{2-[3-(3,4,5-trichlorophenyl)-3-(tri-fluoromethyl)-pyrrolidin-1-yl]-4-(trifluoromethyl)pyrimidin-5-yl}methanamine

수율 45.0%

용매

methanol

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.ADDITIONAfter the dropwise addition
3. 3
   workup.ADDITIONThe resulting solution was added dropwise to a mixture solution, which
4. 4
   기타was separately prepared
5. 5
   workup.WAITAfter the stirring for 12 hours at room temperature
6. 6
   추출extracted with ethyl acetate
7. 7
   건조The organic layer was dried over magnesium sulfate
8. 8
   기타The solvent was evaporated off under reduced pressure
9. 9
   기타the residue was then purified by a silica gel chromatography

실험 절차

{2-[3-(3,4,5-Trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-4-(tri-fluoromethyl)pyrimidin-5-yl}methanol (1.0 g) was added to tetrahydrofuran (30 mL), and then, under ice cooling, tetrahydrofuran solution (10 mL) comprising methanesulfonyl chloride (0.3 g) was added dropwise thereto. After the dropwise addition was completed, the solution was stirred at room temperature for one hour. The resulting solution was added dropwise to a mixture solution, which was separately prepared to comprise 28% ammonia water (50 mL), tetrahydrofuran (100 mL), and methanol (100 mL), under ice cooling. After the stirring for 12 hours at room temperature, the reaction solution was poured over ice water, and then extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The solvent was evaporated off under reduced pressure, and the residue was then purified by a silica gel chromatography to obtain the title compound (0.4 g, 45%).

출처