Benzoic Acid → N-(piperidin-4-yl)benzamide hydrochloride

HRID 1373045Notes

Reaction equation

HRID 1373045 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][CH2:3]1.[C:15](O)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(N=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1.[ClH:45]>CN(C)C=O>[C:15]([NH:1][CH:2]1[CH2:3][CH2:4][NH:5][CH2:6][CH2:7]1)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[ClH:45]

Participants

7

Reactant 5

HCID 243Benzoic AcidHCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 12682914-Amino-1-Boc-piperidine

Product 1

HCID 21942082N-(piperidin-4-yl)benzamide hydrochloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture comprising 4-amino-1-(tert-butoxycarbonyl)piperidine (700 mg), benzoic acid (512 mg), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (804 mg), 1-hydroxybenzotriazole (567 mg) and N,N-dimethylformamide (10 ml) was stirred at room temperature for 16 hours to undergo reaction, and the resulting compound was acid-treated with hydrochloric acid to obtain 4-(benzoylamino)piperidine•hydrochloride.

Workup

  1. customreaction

Sources & evidence

ORD record
ord-54ff16226fb44432a21dfe372bad4060
Source dataset
uspto-grants-2007_01
Patent number
US07160877B2

Reaction notes

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