반응 #84649

반응 방정식

2-(trimethylsilyl)ethyl (1S,2R,3S,5S)-2-aminobicyclo[3.1.0]hexan-3-ylcarbamate

2-chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazoline

sodium bicarbonate

→

title compound

수율 62.5%

2-(trimethylsilyl)ethyl (1S,2R,3S,5S)-2-(6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-ylamino)bicyclo[3.1.0]hexan-3-ylcarbamate

수율 62.5%

용매

N-methyl-2-pyrrolidone

ethyl acetate

반응 조건

후처리

1. 1
   세척washed with water (eight times) and brine (50 mL)
2. 2
   건조The organic layer was dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated
5. 5
   기타to afford a crude product, which
6. 6
   기타was purified by silica gel column chromatography (ethyl acetate:petroleum ether=4:2)

실험 절차

A solution of 2-(trimethylsilyl)ethyl (1S,2R,3S,5S)-2-aminobicyclo[3.1.0]hexan-3-ylcarbamate (250 mg, 0.977 mmol), 2-chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazoline (300 mg, 0.814 mmol) and sodium bicarbonate (205 mg, 2.442 mmol) in N-methyl-2-pyrrolidone (10 mL) was stirred at 100° C. overnight. The reaction solution was cooled to room temperature, diluted with ethyl acetate (100 mL) and washed with water (eight times) and brine (50 mL). The organic layer was dried over sodium sulfate, filtered and concentrated to afford a crude product, which was purified by silica gel column chromatography (ethyl acetate:petroleum ether=4:2) to afford the title compound (300 mg, 52%) as a yellow solid. MS (ES+) C28H34Cl2N4O4Si requires: 588, 590, found: 589, 591 [M+H]+.

출처