Hydrochloric Acid → 1-(5-Methyl-1,2,4-oxadiazol-3-yl)piperazine hydrochloride

HRID 1775321Notes

Reaction equation

HRID 1775321 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([N:7]2[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]2)[N:3]=1.[ClH:20].O1CCOCC1>C(OCC)C>[ClH:20].[CH3:1][C:2]1[O:6][N:5]=[C:4]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86686046tert-Butyl 4-(5-methyl-1,2,4-oxadiazol-3-yl)piperazine-1-carboxylate

Product 1

HCID 866860471-(5-Methyl-1,2,4-oxadiazol-3-yl)piperazine hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of tert-butyl 4-(5-methyl-1,2,4-oxadiazol-3-yl)piperazine-1-carboxylate (507 mg, 1.890 mmol) in diethyl ether (12 mL) was added HCl, 4N in dioxane (7 mL, 28.0 mmol) and the reaction was stirred at room temperature over the weekend. The precipitate was isolated by filtration, washed with diethylether and dried under reduced pressure after which 330 mg of a white solid were obtained (1.612 mmol, 85%). MS (ESI) m/z=169.2 [M+1]+.

Workup

  1. customThe precipitate was isolated by filtration
  2. washwashed with diethylether
  3. dry with materialdried under reduced pressure after which 330 mg of a white solid
  4. customwere obtained (1.612 mmol, 85%)

Sources & evidence

ORD record
ord-d9037ac3eb424c3290e27dfc9adeecb1
Source dataset
uspto-grants-2016_02
Patent number
US09260441B2

Reaction notes

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