Sodium Hydroxide → HCID 11533761、化合物

HRID 2080854ノート

反応式

HRID 2080854 の反応式
[CH3:1][O:2][C:3](=[O:26])[CH2:4][N:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][NH2:25])=[CH:20][CH:19]=1)[CH2:6][CH2:7][CH2:8][CH2:9][N:10]([CH2:14][CH2:15][CH3:16])[CH2:11][CH2:12][CH3:13].[NH:27]1[CH:31]=[CH:30][N:29]=[C:28]1[CH:32]=O.[C:34]([BH3-])#[N:35].[Na+].[OH-].[Na+]>CO.C(O)(=O)C>[CH3:1][O:2][C:3](=[O:26])[CH2:4][N:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][N:25]([CH2:3][C:4]2[NH:5][CH:6]=[CH:34][N:35]=2)[CH2:32][C:28]2[NH:29][CH:30]=[CH:31][N:27]=2)=[CH:20][CH:19]=1)[CH2:6][CH2:7][CH2:8][CH2:9][N:10]([CH2:14][CH2:15][CH3:16])[CH2:11][CH2:12][CH3:13]

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 249551H-imidazole-2-carbaldehydeHCID 5003444Sodium cyanoborohydrideHCID 67103855HCID 67103855、化合物

生成物 1

HCID 11533761HCID 11533761、化合物収率 65.6%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

The compound (1.4928 g) obtained in Example 64-1 was dissolved in anhydrous methanol (59.6 ml) and added with 2-imidazole carboxaldehyde (1.1848 g) and sodium cyanoborohydride (1.0331 g). After the solution was adjusted to pH 5 with acetic acid, the whole was stirred at room temperature for 3 days. After completion of the reaction, the resultant was added with a 1 mol/l sodium hydroxide aqueous solution and the whole was subjected to extraction with chloroform. The resultant was dried with magnesium sulfate and the solvent was distilled off. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate) and treated with hydrochloric acid, thereby obtaining a hydrochloride (705.7 mg) of the subject compound as a white solid.

後処理

  1. customAfter completion of the reaction
  2. extractionthe whole was subjected to extraction with chloroform
  3. dry with materialThe resultant was dried with magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customThe residue was purified through silica gel column chromatography (chloroform/ethyl acetate)
  6. additiontreated with hydrochloric acid

出典と根拠

ORDレコード
ord-b8d31d18dbaf46c1a81e0eab4a5615b7
出典データセット
uspto-grants-2011_04
特許番号
US07932281B2

反応ノート

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