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Ethyl Acetate → (2-Isopropoxy-5-methanesulfonyl-phenyl)-(4-quinolin-3-yl-piperazin-1-yl)-methanone

HRID 33180
Notes
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Reaction equation

HRID 33180 reaction equation
Cl.[N:2]1([C:8]2[CH:9]=[N:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH:18]([O:21][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])[CH3:19].C(OCC)(=O)C>C(#N)C>[CH:18]([O:21][C:22]1[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:27][C:23]=1[C:24]([N:5]1[CH2:4][CH2:3][N:2]([C:8]2[CH:9]=[N:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:7][CH2:6]1)=[O:25])([CH3:20])[CH3:19]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acidHCID 688959193-Piperazin-1-yl-quinoline hydrochloride

Product 1

HCID 58906311(2-Isopropoxy-5-methanesulfonyl-phenyl)-(4-quinolin-3-yl-piperazin-1-yl)-methanone

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared in analogy to example 1.1(b) from 3-piperazin-1-yl-quinoline hydrochloride and 2-isopropoxy-5-methanesulfonyl-benzoic acid (example 2.2) in acetonitrile. Chromatography (SiO2; ethyl acetate) yields the title compound as a colorless foam.

Sources & evidence

ORD record
ord-e3b97f0bd7c149abbe683d04eef3a725
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