HRID1037546

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11325

1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-

C10H8BrNO2

结构：CNC(=O)c1c2cc(C3CC3)c(NS(C)(=O)=O)cc2nn1-c1ccc(Br)cc1

HCID56962687

未命名化合物

PRODUCTS

生成物

结构：CNC(=O)c1c2cc(C3CC3)c(N(CCN3C(=O)c4ccccc4C3=O)S(C)(=O)=O)cc2nn1-c1ccc(Br)cc1

HCID56962771

未命名化合物

收率 7.7%

PROCEDURE

实验过程

Intermediate (6) was prepared by alkylation of Compound (1) (210 mg, 0.45 mmol) with N-(2-bromoethyl)phthalimide (230 mg, 0.90 mmol) according to the procedure in Method C, Step a. The crude material was purified by flash column chromatography eluting with EtOAc/hexane (5-80%) to afford 2-(4-bromophenyl)-5-cyclopropyl-6-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl](methylsulfonyl)amino}-N-methyl-2H-indazole-3-carboxamide (6) as an off-white solid (22 mg).

WORKUP

后处理

customThe crude material was purified by flash column chromatography
washeluting with EtOAc/hexane (5-80%)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8c5a12d4818645078f6d262e20b41fb4
来源数据集: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08546389B2
来源说明: uspto-grants-2013_10

反应 SMILES

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]([C:17]([NH:19][CH3:20])=[O:18])=[C:15]3[C:10]([CH:11]=[C:12]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[C:13]([CH:21]4[CH2:23][CH2:22]4)=[CH:14]3)=[N:9]2)=[CH:4][CH:3]=1.Br[CH2:30][CH2:31][N:32]1[C:36](=[O:37])[C:35]2=[CH:38][CH:39]=[CH:40][CH:41]=[C:34]2[C:33]1=[O:42]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]([C:17]([NH:19][CH3:20])=[O:18])=[C:15]3[C:10]([CH:11]=[C:12]([N:24]([CH2:30][CH2:31][N:32]4[C:33](=[O:42])[C:34]5[C:35](=[CH:38][CH:39]=[CH:40][CH:41]=5)[C:36]4=[O:37])[S:25]([CH3:28])(=[O:27])=[O:26])[C:13]([CH:21]4[CH2:23][CH2:22]4)=[CH:14]3)=[N:9]2)=[CH:4][CH:3]=1