HRID1473452

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID53216599

[2-Cyano-4-(trifluoromethyl)phenyl]boronic acid

C8H5BF3NO2

结构：COc1ccc(CN(c2nccs2)S(=O)(=O)c2ccc3c(Cl)nccc3c2)c(OC)c1

HCID86687378

未命名化合物

PRODUCTS

生成物

结构：COc1ccc(CN(c2nccs2)S(=O)(=O)c2ccc3c(-c4ccc(C(F)(F)F)cc4C#N)nccc3c2)c(OC)c1

HCID86687498

未命名化合物

PROCEDURE

实验过程

The titled compound was prepared in an analogous manner to that of INTERMEDIATE DD, except that 1-chloro-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide (Intermediate OOO) and (2-cyano-4-(trifluoromethyl)phenyl)boronic acid were used as the coupling partners. The material was purified via silica gel column chromatography (12 g, gradient elution 0 to 50% EtOAc:Heptane) to afford 1-(2-cyano-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide as a light yellow solid. m/z (ESI) 629.3 (M+H)+.

WORKUP

后处理

customThe titled compound was prepared in an analogous manner to that of INTERMEDIATE DD
customThe material was purified via silica gel column chromatography (12 g, gradient elution 0 to 50% EtOAc:Heptane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-088884afc2d64ff186d5beba53a99494
来源数据集: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09012443B2
来源说明: uspto-grants-2015_04

反应 SMILES

Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([S:12]([N:15]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][C:23]=3[O:30][CH3:31])[C:16]3[S:17][CH:18]=[CH:19][N:20]=3)(=[O:14])=[O:13])=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[C:32]([C:34]1[CH:39]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:37]=[CH:36][C:35]=1B(O)O)#[N:33]>>[C:32]([C:34]1[CH:39]=[C:38]([C:40]([F:41])([F:42])[F:43])[CH:37]=[CH:36][C:35]=1[C:2]1[C:11]2[C:6](=[CH:7][C:8]([S:12]([N:15]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][C:23]=3[O:30][CH3:31])[C:16]3[S:17][CH:18]=[CH:19][N:20]=3)(=[O:14])=[O:13])=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1)#[N:33]