HRID1951077

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

结构：CCN(C(=O)OC(C)(C)C)[C@@H]1CNC[C@H]1c1ccc(Cl)c(Cl)c1

HCID67025594

未命名化合物

HCID79886470

未命名化合物

PRODUCTS

生成物

结构：CCN(C(=O)OC(C)(C)C)[C@@H]1CN(C(=O)N2CCN(S(C)(=O)=O)CC2)C[C@H]1c1ccc(Cl)c(Cl)c1

HCID67026416

未命名化合物

收率 97.6%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To a solution of rac-[(3S,4R)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-ethyl-carbamic acid tert-butyl ester (0.25 g, 0.69 mmol) in CH2Cl2 (5 ml) was added ethyl-diisopropyl-amine (0.20 ml, 1.1 mmol) and 4-methanesulfonyl-piperazine-1-carbonyl chloride (189 mg, 0.83 mmol). Stirring was continued over night at RT, concentrated under vacuo and purification by flash chromatography (SiO2, EtOAc) afforded 0.37 g (97%) of the title compound as a white solid. ES-MS m/e: 549.3 (M+H+).

WORKUP

后处理

waitwas continued over night at RT
concentrationconcentrated under vacuo and purification by flash chromatography (SiO2, EtOAc)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-24793f48807642adb391763dbdefd298
来源数据集: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08404679B2
来源说明: uspto-grants-2013_03

反应 SMILES

[C:1]([O:5][C:6](=[O:23])[N:7]([C@H:10]1[C@H:14]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=2)[CH2:13][NH:12][CH2:11]1)[CH2:8][CH3:9])([CH3:4])([CH3:3])[CH3:2].C(N(C(C)C)C(C)C)C.[CH3:33][S:34]([N:37]1[CH2:42][CH2:41][N:40]([C:43](Cl)=[O:44])[CH2:39][CH2:38]1)(=[O:36])=[O:35]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:23])[N:7]([C@H:10]1[C@H:14]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=2)[CH2:13][N:12]([C:43]([N:40]2[CH2:39][CH2:38][N:37]([S:34]([CH3:33])(=[O:36])=[O:35])[CH2:42][CH2:41]2)=[O:44])[CH2:11]1)[CH2:8][CH3:9])([CH3:2])([CH3:3])[CH3:4]