HRID1807136

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID82267

Sulfamide

H4N2O2S

结构：CC(C)(C)CC1NC(C(=O)NCCCN)C(c2cccc(Cl)c2F)C1(C#N)c1ccc(Cl)cc1F

HCID72244021

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)CC1NC(C(=O)NCCCNS(N)(=O)=O)C(c2cccc(Cl)c2F)C1(C#N)c1ccc(Cl)cc1F

HCID72243991

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

CONDITIONS

反应条件

温度: 100 °C

PROCEDURE

实验过程

To a stirred solution of rac (2R,3S,4R,5S)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid (3-amino-propyl)-amide (100 mg) in DMF (3 mL), sulfamide (Aldrich, 62 mg) and potassium carbonate (50 mg) were added and the mixture was stirred at 100° C. for 6 hrs. The solvent was removed under reduced pressure and the residue was portioned between EtOAc and water. The organic layer was separated and dried with sodium sulfate. The solvent was removed and the residue was chromatographed on an ISCO machine (70-100% EtOAc/Hexanes) to give a white solid. 25 mg.

WORKUP

后处理

customThe solvent was removed under reduced pressure
customThe organic layer was separated
dry with materialdried with sodium sulfate
customThe solvent was removed
customthe residue was chromatographed on an ISCO machine (70-100% EtOAc/Hexanes)
customto give a white solid

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d73d76bdcb9f4ac7981458aed7d2d017
来源数据集: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08354444B2
来源说明: uspto-grants-2013_01

反应 SMILES

[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]([CH:8]1[CH:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:14]=2[F:20])[C:11]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[F:30])([C:21]#[N:22])[CH:10]([CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])[NH:9]1)=[O:7].[S:36](N)([NH2:39])(=[O:38])=[O:37].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[NH2:39][S:36]([NH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]([CH:8]1[CH:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:14]=2[F:20])[C:11]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[F:30])([C:21]#[N:22])[CH:10]([CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])[NH:9]1)=[O:7])(=[O:38])=[O:37]