Acetic Acid → N-(4-dipropylaminobutyl)-4-{[(1H-imidazol-2-ylmethyl)-pyridin-2-ylmethylamino]-methyl}-benzamide

HRID 348601ノート

反応式

HRID 348601 の反応式
[C:1]([N:8]([CH2:15][C:16]1[CH:35]=[CH:34][C:19]([C:20]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][N:27]([CH2:31][CH2:32][CH3:33])[CH2:28][CH2:29][CH3:30])=[O:21])=[CH:18][CH:17]=1)[CH2:9][C:10]1[NH:11][CH:12]=[CH:13][N:14]=1)(OC(C)(C)C)=O.[N:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1C=O.C([BH3-])#N.[Na+].C(O)(=O)C>CO>[CH2:28]([N:27]([CH2:31][CH2:32][CH3:33])[CH2:26][CH2:25][CH2:24][CH2:23][NH:22][C:20](=[O:21])[C:19]1[CH:34]=[CH:35][C:16]([CH2:15][N:8]([CH2:9][C:10]2[NH:11][CH:12]=[CH:13][N:14]=2)[CH2:1][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][N:36]=2)=[CH:17][CH:18]=1)[CH2:29][CH3:30]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 142732-PyridinecarboxaldehydeHCID 5003444Sodium cyanoborohydrideHCID 210844754-{[N-Boc-N-(1H-imidazol-2-ylmethyl)amino]methyl}-N-(4-dipropylaminobutyl)benzamide

生成物 1

HCID 10457708N-(4-dipropylaminobutyl)-4-{[(1H-imidazol-2-ylmethyl)-pyridin-2-ylmethylamino]-methyl}-benzamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The compound (39.8 mg) obtained in Example 1-3 and pyridine-2-aldehyde (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (16.1 mg) were dissolved in anhydrous methanol (2.0 ml). The solution was added with sodium cyanoborohydride (18.9 mg) and then adjusted to pH 5 with acetic acid, followed by stirring at room temperature for 39.5 hours. After completion of the reaction, the solvent was distilled off. The residue was dissolved in chloroform and then washed with a 1 mol/l sodium hydroxide and saturated saline solution, followed by drying with anhydrous magnesium sulfate. Subsequently, the residue was distilled off and the residue was then treated with hydrochloric acid. The residue was purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining hydrochloride (7.00 mg) of the subject compound as a yellow solid.

後処理

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. dissolutionThe residue was dissolved in chloroform
  4. washwashed with a 1 mol/l sodium hydroxide and saturated saline solution
  5. dry with materialby drying with anhydrous magnesium sulfate
  6. distillationSubsequently, the residue was distilled off
  7. additionthe residue was then treated with hydrochloric acid
  8. customThe residue was purified through silica gel column chromatography (chloroform/methanol/water)

出典と根拠

ORDレコード
ord-8e26adee2ed54e4cad9e6d3d6a04e627
出典データセット
uspto-grants-2007_02
特許番号
US07176227B2

反応ノート

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