HRID1710378

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：CCN1CCN(S(=O)(=O)c2ccc(-c3cnc4[nH]c(CCC5CCCCC(=O)N5)nc4c3)cc2)CC1

HCID178462788

未命名化合物

2 次

PRODUCTS

生成物

结构：CCN1CCN(S(=O)(=O)c2ccc(-c3cnc4[nH]c(CCC5CCCCC(=S)N5)nc4c3)cc2)CC1

HCID178462789

未命名化合物

收率 93%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID31275

1,4-Dioxane

C4H8O2

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 170 mg of 7-(2-{6-[4-(4-ethyl-piperazine-1-sulfonyl)-phenyl]-3H-imidazo[4,5-b]pyridin-2-yl}-ethyl)-azepan-2-one (compound B7) and 142 mg of Lawesson's reagent at 100° C. for 2.5 hours in 20 ml of dioxane. Purification by chromatography on flash silica gel (eluent gradient: dichloromethane/0-10 vol. % ethanol) affords 163 mg of the title compound as a waxy solid. ESI-MS: 527.3 (MH+). TLC: Rf=0.34 (dichloromethane/ethanol 10:1 parts by volume).

WORKUP

后处理

customPurification by chromatography on flash silica gel (eluent gradient: dichloromethane/0-10 vol. % ethanol)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7a768860cb7849a98279251b2e18d81e
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

[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([S:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:19]=[C:20]4[N:26]=[C:25]([CH2:27][CH2:28][CH:29]5[NH:35][C:34](=O)[CH2:33][CH2:32][CH2:31][CH2:30]5)[NH:24][C:21]4=[N:22][CH:23]=3)=[CH:14][CH:13]=2)(=[O:11])=[O:10])[CH2:5][CH2:4]1)[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:46])=CC=1>O1CCOCC1>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([S:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:19]=[C:20]4[N:26]=[C:25]([CH2:27][CH2:28][CH:29]5[NH:35][C:34](=[S:46])[CH2:33][CH2:32][CH2:31][CH2:30]5)[NH:24][C:21]4=[N:22][CH:23]=3)=[CH:14][CH:13]=2)(=[O:11])=[O:10])[CH2:5][CH2:4]1)[CH3:2]