Sodium Hydroxide → (4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl)-benzyl)-(4-dipropylaminomethylphenyl)-amine

HRID 1173892ノート

反応式

HRID 1173892 の反応式
[CH2:1]([N:4]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][NH:24][CH2:25][C:26]3[NH:27][CH:28]=[CH:29][N:30]=3)=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[NH:31]1[CH:35]=[CH:34][N:33]=[C:32]1[CH:36]=O.C([BH3-])#N.[Na+].[OH-].[Na+]>CO.C(O)(=O)C>[NH:30]1[CH:29]=[CH:28][N:27]=[C:26]1[CH2:25][N:24]([CH2:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][NH:15][C:12]2[CH:11]=[CH:10][C:9]([CH2:8][N:4]([CH2:5][CH2:6][CH3:7])[CH2:1][CH2:2][CH3:3])=[CH:14][CH:13]=2)=[CH:22][CH:21]=1)[CH2:36][C:32]1[NH:31][CH:35]=[CH:34][N:33]=1

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 249551H-imidazole-2-carbaldehydeHCID 5003444Sodium cyanoborohydrideHCID 21084473(4-dipropylaminomethylphenyl)-(4-{[(1H-imidazol-2-ylmethyl)amino]methyl}benzyl)-amine

生成物 1

HCID 10028354(4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl)-benzyl)-(4-dipropylaminomethylphenyl)-amine

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

The compound (199 mg) obtained in Example 43-1 was dissolved in methanol (6 ml) and then added with 2-imidazole carboxaldehyde (57.1 mg) and sodium cyanoborohydride (65.4 mg). The reaction solution was adjusted to pH 5 with the addition of acetic acid, followed by stirring at room temperature for 14 hours. The reaction solution was added with a 1 mol/l sodium hydroxide aqueous solution and then extracted with chloroform. Then, the organic layer was washed with saturated saline solution and dried with anhydrous sodium sulfate. After the solvent had been distilled off, the residue obtained was purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining hydrochloride (231 mg) of the subject compound as a yellow solid.

後処理

  1. extractionextracted with chloroform
  2. washThen, the organic layer was washed with saturated saline solution
  3. dry with materialdried with anhydrous sodium sulfate
  4. distillationAfter the solvent had been distilled off
  5. customthe residue obtained
  6. customwas purified through silica gel column chromatography (chloroform/methanol)
  7. additiontreated with hydrochloric acid

出典と根拠

ORDレコード
ord-e6bc99d1bf0d4d6a8b60edaae4d7107d
出典データセット
uspto-grants-2010_11
特許番号
US07833991B2

反応ノート

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