반응 #68992

반응 방정식

(5-amino-1H-pyrazol-4-yl)-thiophene-2-yl-methanone

N-[5-(3-dimethylamino-acryloyl)-2-fluoro-phenyl]-N-prop-2-ynyl-methanesulfonamide

ethyl acetate

→

N-{2-fluoro-5-[3-(thiophene-2-carbonyl)-pyrazolo[1,5-a]pyrimidin-7-yl]-phenyl}-N-prop-2-ynyl-methanesulfonamide

수율 61.3%

용매

acetic acid

반응 조건

후처리

1. 1
   온도was refluxed for 2 hours
2. 2
   기타the solvent was removed by reduced pressure distillation
3. 3
   workup.ADDITIONTo the resulting residue were added 15 ml of dichloromethane and 10 ml of saturated sodium bicarbonate solution
4. 4
   기타The two layers were separated
5. 5
   세척the aqueous layer was washed with 10 ml of dichloromethane
6. 6
   세척The organic layers were washed with 10 ml of water
7. 7
   건조dried over magnesium sulfate
8. 8
   기타The dichloromethane layer was evaporated to dryness
9. 9
   기타to yield an oil which

실험 절차

A mixture of 0.108 g (0.56 mmol) of (5-amino-1H-pyrazol-4-yl)-thiophene-2-yl-methanone and 0.198 g (0.61 mmol) of N-[5-(3-dimethylamino-acryloyl)-2-fluoro-phenyl]-N-prop-2-ynyl-methanesulfonamide in 10 ml of glacial acetic acid was refluxed for 2 hours and then the solvent was removed by reduced pressure distillation. To the resulting residue were added 15 ml of dichloromethane and 10 ml of saturated sodium bicarbonate solution. The two layers were separated, and the aqueous layer was washed with 10 ml of dichloromethane. The organic layers were washed with 10 ml of water and dried over magnesium sulfate. The dichloromethane layer was evaporated to dryness to yield an oil which, in the presence of ethyl acetate, gave 156 mg of N-{2-fluoro-5-[3-(thiophene-2-carbonyl)-pyrazolo[1,5-a]pyrimidin-7-yl]-phenyl}-N-prop-2-ynyl-methanesulfonamide as a solid (yield 61%).

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