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Hydrochloric Acid → 6-Cyano-imidazo[1,2-a]pyridine-2-carboxylic acid-(4-dipropylamino-butyl)-amide

HRID 2080773
ノート
印刷プレビュー

反応式

HRID 2080773 の反応式
[CH2:1]([N:4]([CH2:10][CH2:11][CH3:12])[CH2:5][CH2:6][CH2:7][CH2:8][NH2:9])[CH2:2][CH3:3].C[Al](C)C.CCCCCC.C([O:25][C:26]([C:28]1[N:29]=[C:30]2[CH:35]=[CH:34][C:33]([C:36]#[N:37])=[CH:32][N:31]2[CH:38]=1)=O)C.Cl>ClCCl>[CH2:10]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:26]([C:28]1[N:29]=[C:30]2[CH:35]=[CH:34][C:33]([C:36]#[N:37])=[CH:32][N:31]2[CH:38]=1)=[O:25])[CH2:11][CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7138396N,N-dipropylbutane-1,4-diamineHCID 10512851Ethyl 6-Cyanoimidazo[1,2-a]pyridine-2-carboxylateHCID 86584505Trimethylaluminum hexane

生成物 1

HCID 231554976-Cyano-imidazo[1,2-a]pyridine-2-carboxylic acid-(4-dipropylamino-butyl)-amide収率 49.8%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

The compound (263 mg) obtained in Example 1-2 was dissolved in dichloromethane (4.0 ml) and a 15% trimethyl aluminum/hexane solution (1.08 ml) was dropped thereto. The whole was stirred at room temperature for 15 minutes. The solution was added with the compound (300 mg) obtained in Example 19-1 and stirred for additional 20 hours. The resultant was heated to 40° C. and stirred for additional 7 hours, and then 1 mol/l hydrochloric acid was added to stop the reaction, followed by extraction with chloroform. The organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution, water, and a saturated saline solution and dried with anhydrous sodium sulfate. The residue obtained by distilling the solvent off was purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (237 mg) as a yellow solid.

後処理

  1. stirringstirred for additional 20 hours
  2. temperatureThe resultant was heated to 40° C.
  3. stirringstirred for additional 7 hours
  4. customthe reaction
  5. extractionfollowed by extraction with chloroform
  6. washThe organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution, water
  7. dry with materiala saturated saline solution and dried with anhydrous sodium sulfate
  8. customThe residue obtained
  9. distillationby distilling the solvent
  10. customoff was purified through silica gel column chromatography (chloroform/methanol)

出典と根拠

ORDレコード
ord-6581db11a1604fd7948f045a190880e1
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932281B2

反応ノート

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