Iodobenzene → 4-Chloro-5,7-difluoro-3-methyl-2-(4-phenylpiperazin-1-yl)quinoline

HRID 1431648Notes

Reaction equation

HRID 1431648 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([F:20])=[CH:16][C:17]=2[F:19])[N:12]=[C:11]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[C:10]=1[CH3:27].I[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>C1(C)C=CC=CC=1>[Cl:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([F:20])=[CH:16][C:17]=2[F:19])[N:12]=[C:11]([N:21]2[CH2:26][CH2:25][N:24]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH2:23][CH2:22]2)[C:10]=1[CH3:27]

Participants

4

Reactant 2

HCID 11575IodobenzeneHCID 866495114-Chloro-5,7-difluoro-3-methyl-2-(piperazin-1-yl)quinoline 2,2,2-trifluoroacetate

Product 1

HCID 596314674-Chloro-5,7-difluoro-3-methyl-2-(4-phenylpiperazin-1-yl)quinoline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Essentially prepared according to Procedure H using 4-chloro-5,7-difluoro-3-methyl-2-(piperazin-1-yl)quinoline 2,2,2-trifluoroacetate (75.0 mg, 0.18 mmol) and iodobenzene (1.0 eq of triethylamine added to account for TFA salt) in toluene to give 4-chloro-5,7-difluoro-3-methyl-2-(4-phenylpiperazin-1-yl)-quinoline. Mass Spectrum (ESI) m/e=374.2 (M+1).

Workup

  1. customEssentially prepared

Sources & evidence

ORD record
ord-f351e9bad57d46e5b5c30d867200720b
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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