Hydrochloric Acid → Piperidine-4-carboxylic acid [3-(4-fluoro-phenoxy)-phenyl]-amide hydrochloride

HRID 29883Notes

Reaction equation

HRID 29883 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:30])[NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)[CH:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:31]>O1CCOCC1>[ClH:31].[F:29][C:26]1[CH:27]=[CH:28][C:23]([O:22][C:18]2[CH:17]=[C:16]([NH:15][C:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:30])[CH:21]=[CH:20][CH:19]=2)=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 692223994-[3-(4-Fluoro-phenoxy)-phenylcarbamoyl]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 86607288Piperidine-4-carboxylic acid [3-(4-fluoro-phenoxy)-phenyl]-amide hydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-[3-(4-fluoro-phenoxy)-phenylcarbamoyl]-piperidine-1-carboxylic acid tert-butyl ester (15 g, 0.036 mol) was dissolved in 4 N HCl in dioxane (160 mL) and stirred overnight at room temperature. The volume of the reaction was reduced to remove most of the dioxane and the residue was filtered to afford piperidine-4-carboxylic acid [3-(4-fluoro-phenoxy)-phenyl]-amide hydrochloride (11.7 g, 96%) as a white solid.

Workup

  1. customto remove most of the dioxane
  2. filtrationthe residue was filtered

Sources & evidence

ORD record
ord-df0ca034e999438b96d35e807db3cd9d
Source dataset
uspto-grants-2008_09
Patent number
US07423043B2

Reaction notes

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