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

HRID 33173Notes

Reaction equation

HRID 33173 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.[CH:19]1([O:24][C:25]2[CH:33]=[CH:32][C:31]([S:34]([CH3:37])(=[O:36])=[O:35])=[CH:30][C:26]=2[C:27](O)=[O:28])[CH2:23][CH2:22][CH2:21][CH2:20]1.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:27]([C:26]3[CH:30]=[C:31]([S:34]([CH3:37])(=[O:36])=[O:35])[CH:32]=[CH:33][C:25]=3[O:24][CH:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[O:28])[CH2:17][CH2:18]1)[CH:7]=[CH:6]2

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 211002232-Cyclopentyloxy-5-methanesulfonyl-benzoic acidHCID 688966846-Chloro-2-piperazin-1-yl-quinoline hydrochloride

Product 1

HCID 11649226[4-(6-Chloro-quinolin-2-yl)-piperazin-1-yl]-(2-cyclopentyloxy-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 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-d6b14f611adc41b9ad54d53922892630
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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