N'-{1-[(1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarbonyl)-amino]-cyclopropanecarbonyl}-hydrazinecarboxylic acid tert-butyl ester → (R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo-[1,2-a]imidazole-3-carboxylic acid [1-(1-hydrazinocarbonyl-cyclopropylcarbamoyl)-cyclopropyl]-amide hydrochloride

HRID 1040559ノート

反応式

HRID 1040559 の反応式
C(OC([NH:8][NH:9][C:10]([C:12]1([NH:15][C:16]([C:18]2([NH:21][C:22]([C:24]3[N:28]4[C@@:29]([CH2:42][C:43]5[CH:48]=[CH:47][C:46]([C:49]#[N:50])=[CH:45][CH:44]=5)([CH3:41])[C:30](=[O:40])[N:31]([C:32]5[CH:37]=[C:36]([Cl:38])[CH:35]=[C:34]([Cl:39])[CH:33]=5)[C:27]4=[N:26][CH:25]=3)=[O:23])[CH2:20][CH2:19]2)=[O:17])[CH2:14][CH2:13]1)=[O:11])=O)(C)(C)C>Cl.O1CCOCC1.CCOCC>[ClH:38].[NH:9]([C:10]([C:12]1([NH:15][C:16]([C:18]2([NH:21][C:22]([C:24]3[N:28]4[C@@:29]([CH2:42][C:43]5[CH:44]=[CH:45][C:46]([C:49]#[N:50])=[CH:47][CH:48]=5)([CH3:41])[C:30](=[O:40])[N:31]([C:32]5[CH:37]=[C:36]([Cl:38])[CH:35]=[C:34]([Cl:39])[CH:33]=5)[C:27]4=[N:26][CH:25]=3)=[O:23])[CH2:20][CH2:19]2)=[O:17])[CH2:14][CH2:13]1)=[O:11])[NH2:8]

参加物

5

反応物 1

HCID 58430863N'-{1-[(1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarbonyl)-amino]-cyclopropanecarbonyl}-hydrazinecarboxylic acid tert-butyl ester

生成物 1

HCID 67389773(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo-[1,2-a]imidazole-3-carboxylic acid [1-(1-hydrazinocarbonyl-cyclopropylcarbamoyl)-cyclopropyl]-amide hydrochloride収率 108.6%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 3283Diethyl Ether溶媒HCID 312751,4-Dioxane溶媒

実験手順

N′-{1-[(1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarbonyl)-amino]-cyclopropanecarbonyl}-hydrazinecarboxylic acid tert-butyl ester (0.30 g, 0.42 mmol) was dissolved in 4 N HCl in dioxane (3 mL) and allowed to stir at room temperature for 40 min. The resulting white suspension was diluted with Et2O and the precipitate was collected by filtration. The solid was washed twice with Et2O to give (R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo-[1,2-a]imidazole-3-carboxylic acid [1-(1-hydrazinocarbonyl-cyclopropylcarbamoyl)-cyclopropyl]-amide hydrochloride (0.15 g, 52%) as a white powder, m/z 621.7 [M+1]+.

後処理

  1. filtrationthe precipitate was collected by filtration
  2. washThe solid was washed twice with Et2O

出典と根拠

ORDレコード
ord-1d35678b3e6d4380b7ea5ffc248097ec
出典データセット
uspto-grants-2013_10
特許番号
US08552205B2

反応ノート

読み込み中…