HRID1710380

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1

HCID87949

p-Anisyldithiophosphonic anhydride

C14H14O2P2S4

结构：Cc1ccccc1NS(=O)(=O)c1ccc(-c2cnc3[nH]c(CCC4CCCCC(=O)N4)nc3c2)cc1

HCID178424387

未命名化合物

2 次

PRODUCTS

生成物

结构：Cc1ccccc1NS(=O)(=O)c1ccc(-c2cnc3[nH]c(CCC4CCCCC(=S)N4)nc3c2)cc1

HCID178424388

未命名化合物

收率 85.9%

PROCEDURE

实验过程

The title compound is analogously synthesized as described for 7-[2-(6-{4-cyano-phen-1-yl}-3H-imidazo[4,5-b]pyridin-2-yl)-ethyl]-azepan-2-thione (compound A2) from 88 mg of 4-{2-[2-(7-oxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-N-o-tolyl-benzenesulfonamide (compound B9) and 77 mg of Lawesson's reagent. Purification by chromatography on LiChroprep-NH2® (eluents: i. neat dichloromethane, ii. dichloromethane/ethanol 20:1 parts by volume) affords 78 mg of the title compound as a waxy solid. ESI-MS: 520.4 (MH+). TLC: Rf=0.44 (LiChroprep-NH2® HPTLC, dichloromethane/ethanol 10:1 parts by volume).

WORKUP

后处理

customPurification by chromatography on LiChroprep-NH2® (eluents: i. neat dichloromethane, ii. dichloromethane/ethanol 20:1 parts by volume)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8a3a4b29e8b44365b810f52664b45ef1
来源数据集: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07790710B2
来源说明: uspto-grants-2010_09

反应 SMILES

O=[C:2]1[NH:8][CH:7]([CH2:9][CH2:10][C:11]2[NH:36][C:14]3=[N:15][CH:16]=[C:17]([C:19]4[CH:24]=[CH:23][C:22]([S:25]([NH:28][C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=5[CH3:35])(=[O:27])=[O:26])=[CH:21][CH:20]=4)[CH:18]=[C:13]3[N:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:46])=CC=1>>[S:46]=[C:2]1[NH:8][CH:7]([CH2:9][CH2:10][C:11]2[NH:36][C:14]3=[N:15][CH:16]=[C:17]([C:19]4[CH:24]=[CH:23][C:22]([S:25]([NH:28][C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=5[CH3:35])(=[O:27])=[O:26])=[CH:21][CH:20]=4)[CH:18]=[C:13]3[N:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1