Cycloheptylamine → 7-Chloro-4-[4-(cycloheptylaminocarbonyl)piperazin-1-yl]quinoline

HRID 1353406

Reaction equation

HRID 1353406 reaction equation
[CH:1]1([NH2:8])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:10](OC1C=CC([N+]([O-])=O)=CC=1)=[O:11].C(N(C(C)C)CC)(C)C.[Cl:31][C:32]1[CH:41]=[C:40]2[C:35]([C:36]([N:42]3[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]3)=[CH:37][CH:38]=[N:39]2)=[CH:34][CH:33]=1>C(Cl)Cl.CO>[Cl:31][C:32]1[CH:41]=[C:40]2[C:35]([C:36]([N:42]3[CH2:47][CH2:46][N:45]([C:10]([NH:8][CH:1]4[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)=[O:11])[CH2:44][CH2:43]3)=[CH:37][CH:38]=[N:39]2)=[CH:34][CH:33]=1

Participants

6

Reactant 4

HCID 2899CycloheptylamineHCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 7383897-Chloro-4-(piperazin-1-yl)quinoline

Product 1

HCID 211017997-Chloro-4-[4-(cycloheptylaminocarbonyl)piperazin-1-yl]quinoline

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

As described for example 78, cycloheptylamine (206 mg, 1.82 mmol), 4-nitrophenyl chloroformate (366 mg, 1.82 mmol), diisopropyl(ethyl)amine (554 mg, 4.3 mmol), and 7-chloro-4-(piperazin-1-yl)quinoline (300 mg, 1.21 mmol) are reacted affording the title product after flash chromatography with CH2Cl2-MeOH.

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-5ddef153775844d48402b571cceb211d
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Linked notes

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