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

HRID 33172
Notes
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Reaction equation

HRID 33172 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]([O:23][C:24]1[CH:32]=[CH:31][C:30]([S:33]([CH3:36])(=[O:35])=[O:34])=[CH:29][C:25]=1[C:26](O)=[O:27])[CH:20]([CH3:22])[CH3:21].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:26]([C:25]3[CH:29]=[C:30]([S:33]([CH3:36])(=[O:35])=[O:34])[CH:31]=[CH:32][C:24]=3[O:23][CH2:19][CH:20]([CH3:22])[CH3:21])=[O:27])[CH2:17][CH2:18]1)[CH:7]=[CH:6]2
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 235031102-Isobutoxy-5-methanesulfonyl-benzoic acidHCID 688966846-Chloro-2-piperazin-1-yl-quinoline hydrochloride

Product 1

HCID 58906305[4-(6-Chloro-quinolin-2-yl)-piperazin-1-yl]-(2-isobutoxy-5-methanesulfonyl-phenyl)-methanone

Reagents, catalysts & solvents 1

HCID 6342Acetonitrile
Solvent

Procedure

Prepared in analogy to example 1.1(b) from 6-chloro-2-piperazin-1-yl-quinoline hydrochloride and 2-isobutoxy-5-methanesulfonyl-benzoic acid (example 2.4) in acetonitrile. Chromatography (SiO2; ethyl acetate) yields the title compound as a colorless solid.

Sources & evidence

ORD record
ord-b8ad5ff2f5294fdfbbf53a8a8b17560a
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07429585B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes