Ethyl 1-cyclopentyl-2-(4-nitrophenyl)benzimidazole-5-carboxylate → Ethyl 2-(4-aminophenyl)-1-cyclopentylbenzimidazole-5-carboxylate

HRID 2216702노트

반응식

HRID 2216702 반응식
[CH:1]1([N:6]2[C:10]3[CH:11]=[CH:12][C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:14][C:9]=3[N:8]=[C:7]2[C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-])=O)=[CH:22][CH:21]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>O1CCCC1.C(O)C.[C].[Pd]>[NH2:26][C:23]1[CH:24]=[CH:25][C:20]([C:7]2[N:6]([CH:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[C:10]3[CH:11]=[CH:12][C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:14][C:9]=3[N:8]=2)=[CH:21][CH:22]=1

참가 물질

5

반응물 1

HCID 10293086Ethyl 1-cyclopentyl-2-(4-nitrophenyl)benzimidazole-5-carboxylate

생성물 1

HCID 10132552Ethyl 2-(4-aminophenyl)-1-cyclopentylbenzimidazole-5-carboxylate수율 99.5%

시약·촉매·용매 3

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

Ethyl 1-cyclopentyl-2-(4-nitrophenyl)benzimidazole-5-carboxylate (12 g) obtained in Example 21 was dissolved in tetrahydrofuran (200 ml) and ethyl alcohol (50 ml), 7.5% palladium carbon (50% wet, 1 g) was added. The mixture was hydrogenated for 1 hr at atmospheric pressure. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. Tetrahydrofuran was added to the residue to allow crystallization and the crystals were collected by filtration to give the title compound (11 g, yield 98%).

후처리

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionTetrahydrofuran was added to the residue
  4. customcrystallization
  5. filtrationthe crystals were collected by filtration

출처 및 근거

ORD 기록
ord-33d3bba4662740b9bb651aef6f44ef23
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07112600B1

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