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Cyclohexene → 2,3-Dimethyl-8-(2-(2-hydroxyethyl)-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide

HRID 427495
ノート
印刷プレビュー

反応式

HRID 427495 の反応式
[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([NH:10][CH2:11][C:12]3[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=3[CH2:19][CH2:20][O:21]CC3C=CC=CC=3)=[CH:8][C:7]([C:29]([NH2:31])=[O:30])=[CH:6][N:5]2[C:32]=1[CH3:33].C1CCCCC=1>[OH-].[OH-].[Pd+2].C(O)C>[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([NH:10][CH2:11][C:12]3[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=3[CH2:19][CH2:20][OH:21])=[CH:8][C:7]([C:29]([NH2:31])=[O:30])=[CH:6][N:5]2[C:32]=1[CH3:33]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 8079Cyclohexene2 回HCID 121489202,3-Dimethyl-8-(2-(2-(benzyloxy)ethyl)-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide

生成物 1

HCID 97985982,3-Dimethyl-8-(2-(2-hydroxyethyl)-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide収率 99%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒2 回
HCID 702
Ethanol
溶媒

実験手順

2,3-dimethyl-8-(2-(2-(benzyloxy)ethyl)-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide (0.13 g, 0.29 mmol), cyclohexene (1 ml), Pd(OH)2 cat. (25 mg) were added to ethanol (5 ml) and the mixture was refluxed overnight. An additional amount of cyclohexene (1 ml) and Pd(OH)2 cat. (25 mg) were added and the mixture was refluxed for 4 h. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using methylene chloride:methanol (9:1) as eluent. Treating the residue with chloroform and filtration gave 0.1 g (99%) of the title compound.

後処理

  1. temperaturethe mixture was refluxed overnight
  2. addition(25 mg) were added
  3. temperaturethe mixture was refluxed for 4 h
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by column chromatography on silica gel
  6. additionTreating the residue
  7. filtrationwith chloroform and filtration

出典と根拠

ORDレコード
ord-310a7f2dfdfd4581ac7f7ecce03f9977
出典データセット
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06313137B1

反応ノート

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