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

HRID 2391570ノート

反応式

HRID 2391570 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
130 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8afd6380954747f68be5238444b60133
出典データセット
uspto-grants-2012_09
特許番号
US08273890B2

反応ノート

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