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

HRID 33182Notes

Reaction equation

HRID 33182 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]1([O:23][C:24]2[CH:32]=[CH:31][C:30]([S:33]([CH3:36])(=[O:35])=[O:34])=[CH:29][C:25]=2[C:26](O)=[O:27])[CH2:22][CH2:21][CH2:20][CH2:19]1.C(OCC)(=O)C>C(#N)C>[CH:18]1([O:23][C:24]2[CH:32]=[CH:31][C:30]([S:33]([CH3:36])(=[O:34])=[O:35])=[CH:29][C:25]=2[C:26]([N:5]2[CH2:4][CH2:3][N:2]([C:8]3[CH:9]=[N:10][C:11]4[C:16]([CH:17]=3)=[CH:15][CH:14]=[CH:13][CH:12]=4)[CH2:7][CH2:6]2)=[O:27])[CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 211002232-Cyclopentyloxy-5-methanesulfonyl-benzoic acidHCID 688959193-Piperazin-1-yl-quinoline hydrochloride

Product 1

HCID 11554766(2-Cyclopentyloxy-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-cyclopentyloxy-5-methanesulfonyl-benzoic acid (example 2.3) in acetonitrile. Chromatography (SiO2; ethyl acetate) yields the title compound as a colorless solid.

Sources & evidence

ORD record
ord-ba051d25404f44969030e4574674d3fb
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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