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

HRID 1717409ノート

反応式

HRID 1717409 の反応式
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

参加物

3

反応物 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

生成物 1

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

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-b7c1657b78c64a5089ae742c45f6b93f
出典データセット
uspto-grants-2010_09
特許番号
US07803822B2

反応ノート

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