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N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[(E)-2-(1,3-thiazol-2-yl)vinyl]-1H-1,2,3-triazole-4-carboxamide → N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[2-(1,3-thiazol-2-yl)ethyl]-1H-1,2,3-triazole-4-carboxamide

HRID 1717377
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HRID 1717377 반응식
[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([NH:27][CH2:28][CH3:29])=[O:26])=[CH:21][CH:20]=3)[C:11]=2/[CH:12]=[CH:13]/[C:14]2[S:15][CH:16]=[CH:17][N:18]=2)=[O:6])[CH2:3][CH2:2]1>CN(C=O)C.[Pd]>[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:19]3[CH:20]=[CH:21][C:22]([C:25]([NH:27][CH2:28][CH3:29])=[O:26])=[CH:23][CH:24]=3)[C:11]=2[CH2:12][CH2:13][C:14]2[S:15][CH:16]=[CH:17][N:18]=2)=[O:6])[CH2:2][CH2:3]1
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참가 물질

4

반응물 1

HCID 57664936N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[(E)-2-(1,3-thiazol-2-yl)vinyl]-1H-1,2,3-triazole-4-carboxamide

생성물 1

HCID 57665049N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[2-(1,3-thiazol-2-yl)ethyl]-1H-1,2,3-triazole-4-carboxamide수율 76.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6228Dimethylformamide용매

실험 절차

To a solution of N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[(E)-2-(1,3-thiazol-2-yl)vinyl]-1H-1,2,3-triazole-4-carboxamide (130 mg) obtained in Example 321 in DMF (10 ml) was added 10% Pd/C (50% wet, 15 mg), and the mixture was stirred for 3 days under a hydrogen atmosphere. After the reaction mixture was filtered through celite, the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column (ethyl acetate to ethyl acetate/methanol=4/1) to give the title compound as a white powder (100 mg).

후처리

  1. filtrationAfter the reaction mixture was filtered through celite
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column (ethyl acetate to ethyl acetate/methanol=4/1)

출처 및 근거

ORD 기록
ord-3ba2a3d7f1fe4795b78cd2f1afa66b1e
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07803822B2

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