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

HRID 33189
Notes
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Reaction equation

HRID 33189 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.[N:19]1([C:25]2[CH:33]=[CH:32][C:31]([N+:34]([O-:36])=[O:35])=[CH:30][C:26]=2[C:27](O)=[O:28])[CH2:24][CH2:23][O: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]([N+:34]([O-:36])=[O:35])[CH:32]=[CH:33][C:25]=3[N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[O:28])[CH2:17][CH2:18]1)[CH:7]=[CH:6]2
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 27257552-Morpholino-5-nitrobenzoic acidHCID 688966846-Chloro-2-piperazin-1-yl-quinoline hydrochloride

Product 1

HCID 58906312[4-(6-Chloro-quinolin-2-yl)-piperazin-1-yl]-(2-morpholin-4-yl-5-nitro-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-morpholin-4-yl-5-nitro-benzoic acid (Example 2.1) in acetonitrile. Chromatography (SiO2; ethyl acetate) yields the title compound as a colorless solid. MS (m/e): 482.2 (M+H+; 100%)

Sources & evidence

ORD record
ord-27cff2c5bd0b4bc1b46068de7d640d9b
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