1H-imidazole-2-carbaldehyde → HCID 58345795、化合物

HRID 2080771ノート

反応式

HRID 2080771 の反応式
[CH2:1]([N:4]([CH2:8][C:9]1[CH:10]=[C:11]([C:15]2[N:16]([CH3:26])[C:17]3[CH:23]=[C:22]([CH:24]=O)[CH:21]=[CH:20][C:18]=3[N:19]=2)[CH:12]=[CH:13][CH:14]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[CH3:27][N:28]1[CH:32]=[CH:31][N:30]=[C:29]1[CH2:33][NH2:34].C([BH3-])#N.[Na+].[NH:39]1[CH:43]=[CH:42][N:41]=[C:40]1[CH:44]=O>CO.C(O)(=O)C>[NH:39]1[CH:43]=[CH:42][N:41]=[C:40]1[CH2:44][N:34]([CH2:24][C:22]1[CH:21]=[CH:20][C:18]2[N:19]=[C:15]([C:11]3[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=3)[CH2:8][N:4]([CH2:5][CH2:6][CH3:7])[CH2:1][CH2:2][CH3:3])[N:16]([CH3:26])[C:17]=2[CH:23]=1)[CH2:33][C:29]1[N:28]([CH3:27])[CH:32]=[CH:31][N:30]=1

参加物

7

反応物 4

HCID 249551H-imidazole-2-carbaldehydeHCID 533842(1-methyl-1H-imidazol-2-yl)methanamineHCID 5003444Sodium cyanoborohydrideHCID 23155582HCID 23155582、化合物

生成物 1

HCID 58345795HCID 58345795、化合物収率 54.6%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

The compound (31.2 mg) obtained in Example 18-6 was dissolved in methanol (1.0 ml) and added with acetic acid (30 μl) and 1-methyl-2-aminomethylimidazole (15.4 mg), and the whole was stirred at room temperature for 2 hours. Sodium cyanoborohydride (22.7 mg) was added thereto and the whole was stirred at room temperature for 15 hours. Furthermore, 2-imidazole carboxaldehyde (18.0 mg) was added thereto and the whole was stirred at room temperature for 18 hours. After completion of the reaction, the solvent was distilled off under reduced pressure. The residue was dissolved in chloroform, washed with a saturated aqueous sodium hydrogen carbonate solution and a saturated saline solution, and dried with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure. The residue was purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining a hydrochloride (25.6 mg) of the subject compound as a white solid.

後処理

  1. stirringthe whole was stirred at room temperature for 15 hours
  2. stirringthe whole was stirred at room temperature for 18 hours
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off under reduced pressure
  5. dissolutionThe residue was dissolved in chloroform
  6. washwashed with a saturated aqueous sodium hydrogen carbonate solution
  7. dry with materiala saturated saline solution, and dried with anhydrous sodium sulfate
  8. filtrationAfter filtration
  9. distillationthe solvent was distilled off under reduced pressure
  10. customThe residue was purified through silica gel column chromatography (chloroform/methanol)
  11. additiontreated with hydrochloric acid

出典と根拠

ORDレコード
ord-672648bf983a481fa0958a161b58a86d
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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