Piperazine → 4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-7-nitroquinoline

HRID 1353322Notes

Reaction equation

HRID 1353322 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([N+:12]([O-:14])=[O:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16].N1CCNCC1>C(Cl)Cl.CO>[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][N:25]([C:2]2[C:11]3[C:6](=[CH:7][C:8]([N+:12]([O-:14])=[O:13])=[CH:9][CH:10]=3)[N:5]=[CH:4][CH:3]=2)[CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:16])[CH3:17]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 123225804-Chloro-7-nitroquinoline

Product 1

HCID 211017074-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-7-nitroquinoline

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

4-Chloro-7-nitroquinoline (Ellis, J.; Gellert, E.; Robson, J. Aust. J. Chem. 1973, 26, 907) (1.8 g, 8.7 mmol) and 1-tert-butoxycarbonylpiperazine (5.0 g, 27 mmol) are reacted according to method A furnishing 0.36 g of the piperazine as brown oil after column chromatography with CH2Cl2-MeOH.

Sources & evidence

ORD record
ord-0c748ad56f184a28abf37efb0bc3d777
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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