HRID1040522

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6422

未命名化合物

结构：CC(C)(C)OC(=O)C1(NC(=O)c2cnc3n2[C@](C)(Cc2ccc(C#N)cc2)C(=O)N3c2cc(Cl)cc(Cl)c2)CC1

HCID58431230

未命名化合物

PRODUCTS

生成物

结构：C[C@@]1(Cc2ccc(C#N)cc2)C(=O)N(c2cc(Cl)cc(Cl)c2)c2ncc(C(=O)NC3(C(=O)O)CC3)n21

HCID58430968

未命名化合物

收率 99%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

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}-cyclopropanecarboxylic acid tert-butyl ester (3.8 g, 6.55 mmol) was dissolved in CH2Cl2 (100 mL), and. TFA (20 mL) was then added dropwise to the solution. The mixture was stirred overnight. After evaporation of the solvent in vacuo, the residue was purified by flash chromatography on silica gel (5% MeOH/CH2Cl2) to give 1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropane-carboxylic acid (3.4 g, 6.48 mmol, 99.0%) as a white solid, m/z 524.3 [M+1]+.

WORKUP

后处理

customAfter evaporation of the solvent in vacuo
customthe residue was purified by flash chromatography on silica gel (5% MeOH/CH2Cl2)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ceb4d97e58244a289881fa107dea6cf9
来源数据集: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08552205B2
来源说明: uspto-grants-2013_10

反应 SMILES

C([O:5][C:6]([C:8]1([NH:11][C:12]([C:14]2[N:18]3[C@@:19]([CH2:32][C:33]4[CH:38]=[CH:37][C:36]([C:39]#[N:40])=[CH:35][CH:34]=4)([CH3:31])[C:20](=[O:30])[N:21]([C:22]4[CH:27]=[C:26]([Cl:28])[CH:25]=[C:24]([Cl:29])[CH:23]=4)[C:17]3=[N:16][CH:15]=2)=[O:13])[CH2:10][CH2:9]1)=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:39]([C:36]1[CH:37]=[CH:38][C:33]([CH2:32][C@@:19]2([CH3:31])[N:18]3[C:14]([C:12]([NH:11][C:8]4([C:6]([OH:7])=[O:5])[CH2:9][CH2:10]4)=[O:13])=[CH:15][N:16]=[C:17]3[N:21]([C:22]3[CH:27]=[C:26]([Cl:28])[CH:25]=[C:24]([Cl:29])[CH:23]=3)[C:20]2=[O:30])=[CH:34][CH:35]=1)#[N:40]