반응 #162710

반응 방정식

4-{[(1S,2R)-2-aminocyclohexyl]amino}-N-(2-methoxyethyl)-6-methylquinazolin-2-carboxamide

cyanogen bromide

Water

→

desired compound

수율 55.5%

4-{[(1S,2R)-2-(cyanoamino)cyclohexyl]amino}-N-(2-methoxyethyl)-6-methylquinazolin-2-carboxamide

수율 55.5%

용매

tetrahydrofuran

triethylamine

반응 조건

후처리

1. 1
   추출the mixture was subjected to an extraction with ethyl acetate
2. 2
   세척The organic layer was washed with water and saturated brine
3. 3
   건조dried over magnesium sulfate
4. 4
   workup.DISTILLATIONThe solvent was distilled off
5. 5
   기타the residue was purified by silica gel column chromatography (chloroform:methanol=50:1)

실험 절차

In an argon atmosphere, to a solution of 3.30 g of 4-{[(1S,2R)-2-aminocyclohexyl]amino}-N-(2-methoxyethyl)-6-methylquinazolin-2-carboxamide in 80 ml of tetrahydrofuran, 1.54 ml of triethylamine and 978 mg of cyanogen bromide were sequentially added at −20° C., and the mixture was stirred at the same temperature for 0.5 hour. Water was added to the reaction solution, and the mixture was subjected to an extraction with ethyl acetate. The organic layer was washed with water and saturated brine and dried over magnesium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography (chloroform:methanol=50:1), whereby 1.96 g of a desired compound was obtained as a pale yellow crystal.

출처