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Hydrochloric Acid → 1-(Azetidin-3-yl)-1H-iMidazole hydrochloride

HRID 727732
Notes
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Reaction equation

HRID 727732 reaction equation
C([N:14]1[CH2:17][CH:16]([N:18]2[CH:22]=[CH:21][N:20]=[CH:19]2)[CH2:15]1)(C1C=CC=CC=1)C1C=CC=CC=1.[ClH:23].[H][H]>CO.O.[Pd]>[ClH:23].[ClH:23].[N:18]1([CH:16]2[CH2:17][NH:14][CH2:15]2)[CH:22]=[CH:21][N:20]=[CH:19]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 534880211-[1-(Diphenylmethyl)azetidin-3-yl]-1H-imidazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 545933621-(Azetidin-3-yl)-1H-iMidazole hydrochloride

Reagents, catalysts & solvents 2

HCID 23219155Palladium hydrateCatalyst
HCID 887
Methanol
Solvent
2×

Procedure

3.20 g of 1-benzhydryl-3-(1-imidazolyl)azetidine [prepared as described in step (a) above] were dissolved in 30 ml of methanol, and 8.90 ml of a 10% w/v solution of hydrogen chloride in methanol were added to the resulting solution. 1.60 g of a 20% w/w palladium hydroxide-on-carbon catalyst were then added to the mixture, after which the mixture was hydrogenated at 50° C. for 40 minutes in an atmosphere of hydrogen. The catalyst was then removed by filtration and the filtrate was concentrated by evaporation under reduced pressure. The resulting residue was washed with diethyl ether and dried under reduced pressure, to obtain 2.03 mg of the title compound, as a powder.

Workup

  1. customThe catalyst was then removed by filtration
  2. concentrationthe filtrate was concentrated by evaporation under reduced pressure
  3. washThe resulting residue was washed with diethyl ether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-7e7e1a8ebff84b50a977c59fdb940203
Source dataset
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05712267

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes