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Acetic Anhydride → 5-[1-Phenyl-1-(3-pyridyl)-3-(2-azabicyclo[2.2.2]oct-2-yl)propyl]-2-methyl-1,3,4-oxadiazole

HRID 1415156
Notes
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Reaction equation

HRID 1415156 reaction equation
[C:1]1([C:7]([C:24]2NN=[N:26][N:25]=2)([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)[CH2:8][CH2:9][N:10]2[CH2:15][CH:14]3[CH2:16][CH2:17][CH:11]2[CH2:12][CH2:13]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>N1C=CC=CC=1>[C:1]1([C:7]([C:24]2[O:31][C:29]([CH3:30])=[N:26][N:25]=2)([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)[CH2:8][CH2:9][N:10]2[CH2:15][CH:14]3[CH2:16][CH2:17][CH:11]2[CH2:12][CH2:13]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178420261HCID 178420261, compound

Product 1

HCID 123006665-[1-Phenyl-1-(3-pyridyl)-3-(2-azabicyclo[2.2.2]oct-2-yl)propyl]-2-methyl-1,3,4-oxadiazole

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.0 Parts of 5-[1-phenyl-1-(3-pyridyl)-3-(2-azabicyclo[2.2.2]oct-2-yl)propyl]-1H-tetrazole was reacted with 4.0 parts of acetic anhydride in pyridine and refluxed for 2 hours to provide 5-[1-phenyl-1-(3-pyridyl)- 3-(2-azabicyclo[2.2.2]oct-2-yl)propyl]-2-methyl-1,3,4-oxadiazole.

Workup

  1. temperaturerefluxed for 2 hours

Sources & evidence

ORD record
ord-bd9e15b036aa4df59babd7ca49cc0f6a
Source dataset
uspto-grants-1977_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04003904

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes