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Formaldehyde → N-[4-[cyclohexyl(methyl)amino]butyl]-4-[[1H-imidazol-2-ylmethyl-[(1-methylimidazol-2-yl)methyl]amino]methyl]benzenesulfonamide

HRID 1173966
ノート
印刷プレビュー

反応式

HRID 1173966 の反応式
[CH:1]1([NH:7][CH2:8][CH2:9][CH2:10][CH2:11][NH:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][N:23]([CH2:31][C:32]3[NH:33][CH:34]=[CH:35][N:36]=3)[CH2:24][C:25]3[N:26]([CH3:30])[CH:27]=[CH:28][N:29]=3)=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C=O.[C:39]([BH3-])#N.[Na+].[OH-].[Na+]>CO.C(O)(=O)C>[CH:1]1([N:7]([CH3:39])[CH2:8][CH2:9][CH2:10][CH2:11][NH:12][S:13]([C:16]2[CH:17]=[CH:18][C:19]([CH2:22][N:23]([CH2:31][C:32]3[NH:33][CH:34]=[CH:35][N:36]=3)[CH2:24][C:25]3[N:26]([CH3:30])[CH:27]=[CH:28][N:29]=3)=[CH:20][CH:21]=2)(=[O:15])=[O:14])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 58801913N-[4-(cyclohexylamino)butyl]-4-[[1H-imidazol-2-ylmethyl-[(1-methylimidazol-2-yl)methyl]amino]methyl]benzenesulfonamide

生成物 1

HCID 10346837N-[4-[cyclohexyl(methyl)amino]butyl]-4-[[1H-imidazol-2-ylmethyl-[(1-methylimidazol-2-yl)methyl]amino]methyl]benzenesulfonamide

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

The compound (69.5 mg) obtained in Example 102-5 was treated with an anion-exchange resin (Amberlite IRA-410), and the treated product was dissolved in anhydrous methanol (2.7 ml). The solution was added with a 36% formaldehyde aqueous solution (0.025 ml). Subsequently, the solution was added with sodium cyanoborohydride (20.7 mg) and adjusted to pH 5 with acetic acid, followed by stirring at room temperature for 20 hours. After the reaction, the solution was added with a 1 mol/l sodium hydroxide aqueous solution (1.0 ml), followed by extraction with chloroform. The extract was dried with magnesium sulfate. The solvent was distilled off. Then, the residue was purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining hydrochloride (34.8 mg) of the subject compound as a white solid.

後処理

  1. customAfter the reaction
  2. extractionfollowed by extraction with chloroform
  3. dry with materialThe extract was dried with magnesium sulfate
  4. distillationThe solvent was distilled off
  5. customThen, the residue was purified through silica gel column chromatography (chloroform/methanol)
  6. additiontreated with hydrochloric acid

出典と根拠

ORDレコード
ord-20e472179deb4987b3b77538c3c8a4b2
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07833991B2

反応ノート

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