Triethylamine → N2-(2-aminophenyl)-N6-pyridin-3-yl-4,7-dihydrothieno[2,3-c]pyridine-2,6(5H)-dicarboxamide

HRID 2093102ノート

反応式

HRID 2093102 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[S:19][C:14]2[CH2:15][NH:16][CH2:17][CH2:18][C:13]=2[CH:12]=1)=[O:10].CCN(CC)CC.[N+](C1C=CC([O:36][C:37](=O)[NH:38][C:39]2[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=2)=CC=1)([O-])=O>CN(C=O)C>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[S:19][C:14]2[CH2:15][N:16]([C:37]([NH:38][C:39]3[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=3)=[O:36])[CH2:17][CH2:18][C:13]=2[CH:12]=1)=[O:10]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 100611013-Pyridinylcarbamic acid 4-nitrophenyl esterHCID 58117017N-(2-aminophenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-2-carboxamide

生成物 1

HCID 25230191N2-(2-aminophenyl)-N6-pyridin-3-yl-4,7-dihydrothieno[2,3-c]pyridine-2,6(5H)-dicarboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of N-(2-aminophenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-2-carboxamide (1.0 eq) in DMF was added Et3N (3.0 eq.) followed by pyridin-3-yl-carbamic acid 4-nitro-phenyl ester (1.0 eq) and reaction was stirred at room temperature overnight. Reaction mixture was then quenched with water and extracted with dichloromethane. The organic layer was separated, dried over anhydrous sodium sulfate, concentrated under reduced pressure to afford crude product, which, on purification by column chromatography afforded the title compound.

後処理

  1. customReaction mixture
  2. customwas then quenched with water
  3. extractionextracted with dichloromethane
  4. customThe organic layer was separated
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customto afford crude product, which
  8. customon purification by column chromatography

出典と根拠

ORDレコード
ord-36e6111cb15f49a3aad7400d85171917
出典データセット
uspto-grants-2013_05
特許番号
US08440830B2

反応ノート

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