反応 #162710

反応方程式

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

cyanogen bromide

Water

→

desired compound

収率 55.5%

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

収率 55.5%

溶媒

tetrahydrofuran

triethylamine

反応条件

後処理

1. 1
   抽出the mixture was subjected to an extraction with ethyl acetate
2. 2
   洗浄The organic layer was washed with water and saturated brine
3. 3
   乾燥dried over magnesium sulfate
4. 4
   workup.DISTILLATIONThe solvent was distilled off
5. 5
   その他the residue was purified by silica gel column chromatography (chloroform:methanol=50:1)

実験手順

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.

出典