반응 #45681

반응 방정식

sodium hydrogencarbonate

methylamine hydrochloride

triethylamine

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile

→

compound

수율 82.0%

2-(Diethylamino)-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

수율 82.0%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   기타the reaction liquid
3. 3
   기타The aqueous layer was separated
4. 4
   추출this was extracted twice with dichloromethane
5. 5
   세척washed with saturated brine
6. 6
   건조dried over anhydrous sodium sulfate
7. 7
   기타The insoluble matter was separated by filtration
8. 8
   기타the solvent was evaporated away
9. 9
   기타the resulting residue was purified by preparative TLC (eluent, chloroform)

실험 절차

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (100 mg, 0.35 mmol) was dissolved in dichloromethane (5 ml) in a sealed tube, then methylamine hydrochloride (26 mg, 0.38 mmol) and triethylamine (122 μl, 0.87 mmol) were successively added. The reaction system was heated at 45° C. for 3 hours. After cooling to room temperature, the reaction liquid was fractionated with dichloromethane and an aqueous saturated sodium hydrogencarbonate solution. The aqueous layer was separated, this was extracted twice with dichloromethane. The organic layers were combined, washed with saturated brine, then dried over anhydrous sodium sulfate. The insoluble matter was separated by filtration, the solvent was evaporated away, and the resulting residue was purified by preparative TLC (eluent, chloroform) to obtain the entitled compound (80 mg, 82%) as a white solid.

출처