Ammonia → 5-(3H-Imidazo[4,5-c]pyridin-3-yl)-3-{[2-(trifluoromethyl)benzyl]oxy}thio-phene-2-carboxamide

HRID 2391570노트

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HRID 2391570 반응식
[N:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N:3]([C:10]2[S:14][C:13]([C:15]([O:17]C)=O)=[C:12]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]([F:30])([F:29])[F:28])[CH:11]=2)[CH:2]=1.[NH3:31]>CO>[N:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N:3]([C:10]2[S:14][C:13]([C:15]([NH2:31])=[O:17])=[C:12]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]([F:28])([F:29])[F:30])[CH:11]=2)[CH:2]=1

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 68766098methyl 5-(3H-imidazo[4,5-c]pyridin-3-yl)-3-{[2-(trifluoromethyl)benzyl]oxy}thiophene-2-carboxylate

생성물 1

HCID 251526585-(3H-Imidazo[4,5-c]pyridin-3-yl)-3-{[2-(trifluoromethyl)benzyl]oxy}thio-phene-2-carboxamide

시약·촉매·용매 1

HCID 887Methanol용매

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온도
130 °C

실험 절차

A mixture of 1.40 g of methyl 5-(3H-imidazo[4,5-c]pyridin-3-yl)-3-{[2-(trifluoromethyl)benzyl]oxy}thiophene-2-carboxylate (compound B1b) and 65 ml of a saturated solution of ammonia in methanol were stirred in an autoclave at 130° C. for 7 h. The mixture was allowed to cool down to room temperature and concentrated to about half of the volume. The precipitated solid was filtered, widely dissolved in 500 ml of methanol upon heating and filtered again. The filtrate was concentrated to about 25 ml upon which solid precipitated. It was filtered, dissolved in acetonitrile containing small amounts of water and finally the solution was lyophilized to give the title compound as a colorless powder.

후처리

  1. temperatureto cool down to room temperature
  2. concentrationconcentrated to about half of the volume
  3. filtrationThe precipitated solid was filtered
  4. dissolutionwidely dissolved in 500 ml of methanol
  5. temperatureupon heating
  6. filtrationfiltered again
  7. concentrationThe filtrate was concentrated to about 25 ml upon which solid
  8. customprecipitated
  9. filtrationIt was filtered
  10. dissolutiondissolved in acetonitrile containing small amounts of water

출처 및 근거

ORD 기록
ord-8afd6380954747f68be5238444b60133
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273890B2

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