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

HRID 54566Notes

Reaction equation

HRID 54566 reaction equation
[ClH:1].[F:2][C:3]1[CH:33]=[CH:32][C:6]([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][NH:16][C:17]([C:19]3[N:23]=[C:22]([C:24]4[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=4)[O:21][N:20]=3)=[O:18])[CH2:10][CH2:9]2)=[CH:5][CH:4]=1>C(OCC)(=O)C>[ClH:1].[F:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][NH:16][C:17]([C:19]3[N:23]=[C:22]([C:24]4[CH:25]=[CH:26][C:27]([C:30]#[N:31])=[CH:28][CH:29]=4)[O:21][N:20]=3)=[O:18])[CH2:10][CH2:9]2)=[CH:32][CH:33]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 98457333-[[2-{1-(4-Fluorobenzyl)piperidin-4-yl}ethyl]carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole

Product 1

HCID 199591893-[[2-{1-(4-Fluorobenzyl)piperidin-4-yl}ethyl]carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 4N hydrogen chloride in ethyl acetate (0.56 ml) was added to a solution of 3-[[2-{1-(4-fluorobenzyl)piperidin-4-yl}ethyl]carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole (0.8 g) in ethyl acetate (20 ml) under ice cooling. The resulting precipitates were filtered off, washed with diethyl ether, and dried in vacuo to give 3-[[2-{1-(4-fluorobenzyl)piperidin-4-yl}ethyl]carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole hydrochloride (0.75 g).

Workup

  1. customThe resulting precipitates
  2. filtrationwere filtered off
  3. washwashed with diethyl ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-9a25625d6df440bbada2632d42ffe2dc
Source dataset
uspto-grants-1997_04
Patent number
US05622976

Reaction notes

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