반응 #67072

반응 방정식

bromomethyl cyclohexane

Sodium hydride

bromomethyl cyclohexane

sodium hydride

N,N-dimethylformamide

{2-[(3-chlorophenyl)amino]-4-(trifluoromethyl)pyrimidin-5-yl}methanol

→

N-(3-chlorophenyl)-5-[(cyclohexylmethoxy)methyl]-4-(trifluoromethyl)pyrimidin-2-amine

용매

water

반응 조건

후처리

1. 1
   workup.STIRRINGby stirring at room temperature for 2 hours
2. 2
   workup.STIRRINGby stirring at room temperature overnight
3. 3
   추출the aqueous layer was extracted with ethyl acetate
4. 4
   세척The organic layer was washed with water and saturated brine
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   여과filtered
7. 7
   농축concentrated
8. 8
   기타The obtained residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate)

실험 절차

To a mixture of 60% sodium hydride (26 mg) and N,N-dimethylformamide (4 mL) was added {2-[(3-chlorophenyl)amino]-4-(trifluoromethyl)pyrimidin-5-yl}methanol (200 mg), followed by stirring at room temperature for 30 minutes. Thereafter, bromomethyl cyclohexane (139 μL) was added thereto, followed by stirring at room temperature for 2 hours. 60% Sodium hydride (26 mg) and bromomethyl cyclohexane (139 μL) were added thereto again, followed by stirring at room temperature overnight. To the reaction mixture was added water and the aqueous layer was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, then dried over anhydrous magnesium sulfate, filtered, and concentrated. The obtained residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate) to obtain N-(3-chlorophenyl)-5-[(cyclohexylmethoxy)methyl]-4-(trifluoromethyl)pyrimidin-2-amine (100 mg) as a white solid.

출처