3-Bromoquinoline → 4-Quinolin-3-yl-piperazine-1-carboxylic acid tert.-butyl ester

HRID 33178

Reaction equation

HRID 33178 reaction equation
Br[C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]>>[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][N:22]([C:2]2[CH:3]=[N:4][C:5]3[C:10]([CH:11]=2)=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 214133-BromoquinolineHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 589063024-Quinolin-3-yl-piperazine-1-carboxylic acid tert.-butyl ester

Procedure

Prepared in analogy to example 1.16(a) from 3-bromoquinoline and piperazine-1-carboxylic acid tert-butyl ester. Chromatography (SiO2; cyclohexane/ethyl acetate 1/1), followed by crystallization from diethyl ether/cyclohexane yields the title product as a colorless solid.

Workup

  1. customChromatography (SiO2; cyclohexane/ethyl acetate 1/1), followed by crystallization from diethyl ether/cyclohexane

Sources & evidence

ORD record
ord-4db928d3fbef450ba6490b6ca93b490b
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Linked notes

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