反応式
[NH2:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[C:7]([NH2:9])=[O:8].[CH2:10]([C:14]1[NH:15][C:16]([Cl:21])=[C:17]([CH:19]=O)[N:18]=1)[CH2:11][CH2:12][CH3:13].[BH3-]C#N.[Na+].C(O)(=O)C>CO>[CH2:10]([C:14]1[NH:18][C:17]([CH2:19][NH:1][C:2]2[N:3]=[CH:4][NH:5][C:6]=2[C:7]([NH2:9])=[O:8])=[C:16]([Cl:21])[N:15]=1)[CH2:11][CH2:12][CH3:13]参加物
6
実験手順
A reaction mixture of 4-amino-5-imidazolecarboxamide (0.50 g, 3.96 mmol), 2-butyl-5-chloro-1H-imidazole-4-carbaldehyde (0.89 g, 4.76 mmol), and NaCNBH3 (0.25 g, 3.96 mmol) in methanol (5 mL) was stirred at r.t. over night. Acetic acid (0.24 g, 3.96 mmol) was added and the mixture was heated at 50° C. for 5 h. The mixture was concentrated in vacuo and dissolved in ethyl acetate and washed with water. The aqueous phase was extracted twice with ethyl acetate. The combined organic layers were dried (MgSO4) and concentrated. The crude product was purified by flash column chromatography (CH2Cl2/methanol gradient; 0 to 20% methanol), obtaining 0.30 g (26%) of the title compound.
後処理
- temperaturethe mixture was heated at 50° C. for 5 h
- concentrationThe mixture was concentrated in vacuo
- dissolutiondissolved in ethyl acetate
- washwashed with water
- extractionThe aqueous phase was extracted twice with ethyl acetate
- dry with materialThe combined organic layers were dried (MgSO4)
- concentrationconcentrated
- customThe crude product was purified by flash column chromatography (CH2Cl2/methanol gradient; 0 to 20% methanol)
出典と根拠
- ORDレコード
- ord-ef92e652f2bb4a359c25e63cdfca4f47
- 出典データセット
- uspto-grants-2011_09
- 特許番号
- US08026244B2
関連ノート
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