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

HRID 427495
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HRID 427495 반응식
[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]
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참가 물질

5

반응물 2

HCID 8079Cyclohexene2회HCID 121489202,3-Dimethyl-8-(2-(2-(benzyloxy)ethyl)-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매2회
HCID 702
Ethanol
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-310a7f2dfdfd4581ac7f7ecce03f9977
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313137B1

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