7-Chloro-4-(piperazin-1-yl)quinoline → 7-Chloro-4-[4-(3,4-difluorophenylaminocarbonyl)piperazin-1-yl]quinoline

HRID 1353360

Reaction equation

HRID 1353360 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[F:18][C:19]1[CH:20]=[C:21]([N:26]=[C:27]=[O:28])[CH:22]=[CH:23][C:24]=1[F:25].CCCCCC.CCOC(C)=O>C1COCC1>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[CH2:17][CH2:16][N:15]([C:27]([NH:26][C:21]4[CH:22]=[CH:23][C:24]([F:25])=[C:19]([F:18])[CH:20]=4)=[O:28])[CH2:14][CH2:13]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7383897-Chloro-4-(piperazin-1-yl)quinolineHCID 27347083,4-Difluorophenyl isocyanateHCID 21226206Ethyl acetate hexane

Product 1

HCID 211017627-Chloro-4-[4-(3,4-difluorophenylaminocarbonyl)piperazin-1-yl]quinoline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7-Chloro-4-(piperazin-1-yl)quinoline (0.16 g, 0.65 mmol) and 3,4-difluorophenyl isocyanate (76 μL, 0.65 mmol) in THF (10 mL) are reacted according to method C yielding the title product as a colorless foam after column chromatography with hexane-EtOAc.

Sources & evidence

ORD record
ord-002734f2b38147448f485034a9f8a25a
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Linked notes

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