Реакция #1005950

Уравнение реакции

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

Выход 45.0%

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

Выход 45.0%

Растворители

methanol

Условия реакции

Обработка

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
   Другоеwas separately prepared
5. 5
   workup.WAITAfter the stirring for 12 hours at room temperature
6. 6
   Экстракцияextracted with ethyl acetate
7. 7
   СушкаThe organic layer was dried over magnesium sulfate
8. 8
   ДругоеThe solvent was evaporated off under reduced pressure
9. 9
   Другоеthe residue was then purified by a silica gel chromatography

Методика

{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%).

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