Hydrogen chloride-ethyl acetate → N-(2-bromoethyl)-3-(2-piperidin-4-ylethyl)benzamide hydrochloride

HRID 605803Notes

Reaction equation

HRID 605803 reaction equation
[ClH:1].CCOC(C)=O.[Br:8][CH2:9][CH2:10][NH:11][C:12]([C:14]1[CH:15]=[C:16]([CH2:20][CH2:21][CH:22]2[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]2)[CH:17]=[CH:18][CH:19]=1)=[O:13]>CCOC(C)=O>[ClH:1].[Br:8][CH2:9][CH2:10][NH:11][C:12](=[O:13])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][CH2:21][CH:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:15]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 57449151Tert-butyl 4-[2-(3-{[(2-bromoethyl)amino]carbonyl}phenyl)ethyl]piperidine-1-carboxylate

Product 1

HCID 57421836N-(2-bromoethyl)-3-(2-piperidin-4-ylethyl)benzamide hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4 M hydrogen chloride/EtOAc solution (5 ml) was added to an EtOAc (15 ml) solution of the crude tert-butyl 4-[2-(3-{[(2-bromoethyl)amino]carbonyl}phenyl)ethyl]piperidine-1-carboxylate at room temperature, followed by stirring overnight. The solvent was evaporated under reduced pressure to obtain N-(2-bromoethyl)-3-(2-piperidin-4-ylethyl)benzamide hydrochloride (1.27 g) as a white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-ce868ac51f844ac7817e903dfb67ed51
Source dataset
uspto-grants-2011_03
Patent number
US07915261B2

Reaction notes

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