Triethylamine → N2-(2-aminophenyl)-N5-pyridin-3-yl-6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxamide

HRID 2093092노트

반응식

HRID 2093092 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:18]2[CH2:17][CH2:16][NH:15][CH2:14][C:13]=2[CH:12]=1)=[O:10].C1([O:26][C:27](=O)[NH:28][C:29]2[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=2)C=CC=CC=1.CCN(CC)CC>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:18]2[CH2:17][CH2:16][N:15]([C:27]([NH:28][C:29]3[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=3)=[O:26])[CH2:14][C:13]=2[CH:12]=1)=[O:10]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 6935890Phenyl pyridin-3-ylcarbamateHCID 58117019N-(2-aminophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxamide

생성물 1

HCID 25231181N2-(2-aminophenyl)-N5-pyridin-3-yl-6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

To a solution of N-(2-aminophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxamide (1.0 eq) obtained in step VIII in DMF was treated with Pyridin-3-yl-carbamic acid phenyl ester (1.0 eq) in presence of base like Et3N and stirred at 50° C. for 8 h Reaction was then quenched with water and extracted with ethyl acetate and the organic layer was separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product, which, on purification by column chromatography afforded the title compound.

후처리

  1. customReaction
  2. customwas then quenched with water
  3. extractionextracted with ethyl acetate
  4. customthe organic layer was separated
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customto afford crude product, which
  8. customon purification by column chromatography

출처 및 근거

ORD 기록
ord-a13f3e2878a64fa6831d376bbfc519c2
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440830B2

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