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

HRID 2093102노트

반응식

HRID 2093102 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-36e6111cb15f49a3aad7400d85171917
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440830B2

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