N-Benzyl 1-boc-piperidine-4-carboxamide → N-benzylpiperidine-4-carboxamide hydrochloride

HRID 83657Notes

Reaction equation

HRID 83657 reaction equation
[CH2:1]([NH:8][C:9]([CH:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:24].O1CCOCC1>C1COCC1>[ClH:24].[CH2:1]([NH:8][C:9]([CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 16467162N-Benzyl 1-boc-piperidine-4-carboxamideHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 16232225N-benzylpiperidine-4-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

tert-butyl 4-(benzylcarbamoyl)piperidine-1-carboxylate (95 mg, 0.298 mmol) was dissolved in anhydrous THF (3 mL), and 4M HCl/dioxane (1 mL, 4.0 mmol) was added at rt. The solution was allowed to stir for 1 h, at which time the resulting precipitate was collected over a filter. Residual mineral acid was removed in vacuo, and the material was used directly in the next reaction without further characterization. (Yield: 76 mg, 0.298 mmol, 100%)

Workup

  1. customwas collected over a filter
  2. customResidual mineral acid was removed in vacuo
  3. customthe material was used directly in the next reaction without further characterization

Sources & evidence

ORD record
ord-067e463fc223496c9bd38d6b12407006
Source dataset
uspto-grants-2014_09
Patent number
US08846684B2

Reaction notes

Loading…