Hydrochloric Acid → 3-[{2-(Piperidin-4-yl)ethyl}carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole hydrochloride

HRID 54564Notes

Reaction equation

HRID 54564 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][NH:16][C:17]([C:19]2[N:23]=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=3)[O:21][N:20]=2)=[O:18])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:32]>O1CCOCC1>[ClH:32].[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][NH:16][C:17]([C:19]2[N:23]=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=3)[O:21][N:20]=2)=[O:18])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 199592953-[{2-(1-Tert-butoxycarbonylpiperidin-4-yl)ethyl}carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole

Product 1

HCID 199592533-[{2-(Piperidin-4-yl)ethyl}carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 3-[{2-(1-tert-butoxycarbonylpiperidin-4-yl)ethyl}carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole (2.5 g) in dioxane (30 ml) was added 4N hydrochloric acid in dioxane (13 ml) under ice cooling. After stirring for 5 hours at ambient temperature, the mixture was evaporated in vacuo. The residue was recrystallized from ethanol-ether to afford 3-[{2-(piperidin-4-yl)ethyl}carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole hydrochloride (1.71 g).

Workup

  1. customthe mixture was evaporated in vacuo
  2. customThe residue was recrystallized from ethanol-ether

Sources & evidence

ORD record
ord-d94a23b172704e91b1566e6430154c2d
Source dataset
uspto-grants-1997_04
Patent number
US05622976

Reaction notes

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