Trifluoroacetic acid → N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-{[(1H-imidazol-2-ylmethyl)amino]methyl}-1H-1,2,3-triazole-4-carboxamide

HRID 1717409노트

반응식

HRID 1717409 반응식
FC(F)(F)C(O)=O.[CH:8]1([NH:11][C:12]([C:14]2[N:15]=[N:16][N:17]([C:46]3[CH:51]=[CH:50][C:49]([C:52]([NH:54][CH2:55][CH3:56])=[O:53])=[CH:48][CH:47]=3)[C:18]=2[CH2:19][NH:20][CH2:21][C:22]2[N:23](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:24]=[CH:25][N:26]=2)=[O:13])[CH2:10][CH2:9]1>>[CH:8]1([NH:11][C:12]([C:14]2[N:15]=[N:16][N:17]([C:46]3[CH:47]=[CH:48][C:49]([C:52]([NH:54][CH2:55][CH3:56])=[O:53])=[CH:50][CH:51]=3)[C:18]=2[CH2:19][NH:20][CH2:21][C:22]2[NH:26][CH:25]=[CH:24][N:23]=2)=[O:13])[CH2:9][CH2:10]1

참가 물질

3

반응물 2

HCID 6422Trifluoroacetic acidHCID 57664825N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-({[(1-trityl-1H-imidazol-2-yl)methyl]amino}methyl)-1H-1,2,3-triazole-4-carboxamide

생성물 1

HCID 57664919N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-{[(1H-imidazol-2-ylmethyl)amino]methyl}-1H-1,2,3-triazole-4-carboxamide수율 61.2%

실험 절차

Trifluoroacetic acid (0.5 ml) was added to N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-({[(1-trityl-1H-imidazol-2-yl)methyl]amino}methyl)-1H-1,2,3-triazole-4-carboxamide (78 mg, 0.12 mmol) obtained in Example 1198, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated, water (2 ml) was added to the residue, and precipitated crystals were filtered off. The filtrate was neutralized with 1N aqueous sodium hydroxide solution and concentrated to dryness. The residue was purified by silica gel column (hexane/ethyl acetate=1/1 to ethyl acetate/methanol=4/1) to give the title compound as a colorless powder (30 mg, 61%).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionwater (2 ml) was added to the residue
  3. customprecipitated crystals
  4. filtrationwere filtered off
  5. concentrationconcentrated to dryness
  6. customThe residue was purified by silica gel column (hexane/ethyl acetate=1/1 to ethyl acetate/methanol=4/1)

출처 및 근거

ORD 기록
ord-b7c1657b78c64a5089ae742c45f6b93f
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803822B2

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