HRID656117

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID2757187

5-Bromo-N-tert-butylthiophene-2-sulfonamide

C8H12BrNO2S2

结构：CC1(C)OB(c2cc(C(N)=O)c3[nH]ccc3c2)OC1(C)C

HCID59332740

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)NS(=O)(=O)c1ccc(-c2cc(C(N)=O)c3[nH]ccc3c2)s1

HCID59332602

未命名化合物

收率 59.1%

AUXILIARIES

试剂、催化剂与溶剂

结构：c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1

催化剂HCID178418397

未命名化合物

PROCEDURE

实验过程

5-bromo-N-(1,1-dimethylethyl)-2-thiophenesulfonamide (828 mg, 2.78 mmol) and 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-7-carboxamide (4.17 mmol, 1.5 eq), potassium carbonate (1.524 g) and Pd(PPh3)4 (50 mg) were heated in Microwave at 150 degree for 15 mins after degassing for 5 mins with argon. The reaction solution was filtered off palladium with PL-thiol MP SPE cartridge, concentrated and purified by HPLC with CH3CN/H2O/0.1% TFA to give 620 mg title compound.

WORKUP

后处理

customafter degassing for 5 mins with argon
filtrationThe reaction solution was filtered off palladium with PL-thiol MP SPE cartridge
concentrationconcentrated
custompurified by HPLC with CH3CN/H2O/0.1% TFA

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-50a947de4001411788e4511e18ae87ac
来源数据集: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08071584B2
来源说明: uspto-grants-2011_12

反应 SMILES

Br[C:2]1[S:6][C:5]([S:7]([NH:10][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:9])=[O:8])=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB([C:23]2[CH:24]=[C:25]3[C:29](=[C:30]([C:32]([NH2:34])=[O:33])[CH:31]=2)[NH:28][CH:27]=[CH:26]3)O1.C(=O)([O-])[O-].[K+].[K+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:12][C:11]([NH:10][S:7]([C:5]1[S:6][C:2]([C:23]2[CH:24]=[C:25]3[C:29](=[C:30]([C:32]([NH2:34])=[O:33])[CH:31]=2)[NH:28][CH:27]=[CH:26]3)=[CH:3][CH:4]=1)(=[O:9])=[O:8])([CH3:14])[CH3:13]