4-Bromoaniline → Tert-butyl 4-((4-bromophenyl)amino)piperidine-1-carboxylate

HRID 1726145Notes

Reaction equation

HRID 1726145 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[C:9]([N:16]1[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]1)([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]>>[C:12]([O:11][C:9]([N:16]1[CH2:21][CH2:20][CH:19]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([Br:1])=[CH:3][CH:4]=2)[CH2:18][CH2:17]1)=[O:10])([CH3:15])([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 78074-BromoanilineHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 11210451Tert-butyl 4-((4-bromophenyl)amino)piperidine-1-carboxylateYield 256.6%

Procedure

Using general procedure A, 4-bromoaniline (1.23 g, 7.13 mmol) and 1-Boc-4-piperidone (1.42 g, 7.13 mmol) afforded 4-(4-bromo-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester (6.5 g, 53%).

Sources & evidence

ORD record
ord-5ceac275ff5346239c9f78c152dac98d
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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