Ethyl Acetate → [4-(6-Chloro-quinolin-2-yl)-piperazin-1-yl]-(2-diethylamino-5-methanesulfonyl-phenyl)-methanone

HRID 33188Notes

Reaction equation

HRID 33188 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)[CH:7]=[CH:6]2.[CH2:19]([N:21]([CH2:35][CH3:36])[C:22]1[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:27][C:23]=1[C:24](O)=[O:25])[CH3:20].C(OCC)(=O)C>C(#N)C>[Cl:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([N:13]1[CH2:14][CH2:15][N:16]([C:24]([C:23]3[CH:27]=[C:28]([S:31]([CH3:34])(=[O:33])=[O:32])[CH:29]=[CH:30][C:22]=3[N:21]([CH2:35][CH3:36])[CH2:19][CH3:20])=[O:25])[CH2:17][CH2:18]1)[CH:7]=[CH:6]2

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 574452762-Diethylamino-5-methanesulfonyl-benzoic acidHCID 688966846-Chloro-2-piperazin-1-yl-quinoline hydrochloride

Product 1

HCID 58906315[4-(6-Chloro-quinolin-2-yl)-piperazin-1-yl]-(2-diethylamino-5-methanesulfonyl-phenyl)-methanone

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared in analogy to example 1.1 b) from 6-chloro-2-piperazin-1-yl-quinoline hydrochloride (Example 1.20b) and 2-diethylamino-5-methanesulfonyl-benzoic acid (Example 2.5) in acetonitrile. Chromatography (SiO2; ethyl acetate) yields the title compound as a colorless solid. MS (m/e): 501.4 (M+H+; 100%)

Sources & evidence

ORD record
ord-f1f815d04fe1462cb6da0710fb7b2689
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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