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

HRID 1835579ノート

反応式

HRID 1835579 の反応式
[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

参加物

5

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 178418390HCID 178418390、化合物触媒HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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 mixtures 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%).

後処理

  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

出典と根拠

ORDレコード
ord-b56d251179fa4d3eb3e57d8955c1e24c
出典データセット
uspto-grants-2004_08
特許番号
US06770666B2

反応ノート

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