N-[4-(diethoxymethyl)benzyl]-N-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)methyl]-1H-imidazole-2-carboxamide → N-(4-formylbenzyl)-N-(1H-imidazol-2-ylmethyl)-1H-imidazole-2-carboxamide

HRID 68635ノート

反応式

HRID 68635 の反応式
C([O:3][CH:4](OCC)[C:5]1[CH:33]=[CH:32][C:8]([CH2:9][N:10]([CH2:18][C:19]2[N:20](COCC[Si](C)(C)C)[CH:21]=[CH:22][N:23]=2)[C:11]([C:13]2[NH:14][CH:15]=[CH:16][N:17]=2)=[O:12])=[CH:7][CH:6]=1)C>FC(F)(F)C(O)=O.ClCCl>[CH:4]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][N:10]([CH2:18][C:19]2[NH:20][CH:21]=[CH:22][N:23]=2)[C:11]([C:13]2[NH:17][CH:16]=[CH:15][N:14]=2)=[O:12])=[CH:32][CH:33]=1)=[O:3]

参加物

3

反応物 1

HCID 67164206N-[4-(diethoxymethyl)benzyl]-N-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)methyl]-1H-imidazole-2-carboxamide

生成物 1

HCID 86632126N-(4-formylbenzyl)-N-(1H-imidazol-2-ylmethyl)-1H-imidazole-2-carboxamide

試薬・触媒・溶媒 1

HCID 21863450Trifluoroacetic acid methylene chloride溶媒

実験手順

To the compound 17 (970 mg), a 50% trifluoroacetic acid-dichloromethane solution (10 mL) was added under ice cooling. The reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated and an aqueous 2N sodium hydroxide solution (20 mL) was added to the residue. The aqueous layer was extracted twice with dichloromethane (50 mL). The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated to obtain the title compound having the following physical properties. The obtained compound was used in the following reaction without being purified.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionan aqueous 2N sodium hydroxide solution (20 mL) was added to the residue
  3. extractionThe aqueous layer was extracted twice with dichloromethane (50 mL)
  4. washThe combined organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-46777eff6d484156ae59531c7f0e2f50
出典データセット
uspto-grants-2014_09
特許番号
US08822459B2

反応ノート

読み込み中…