(4-Tetrazol-1-yl-phenyl)-acetic acid → 1-(2,5-Diazabicyclo[2.2.2]oct-2-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride

HRID 2173355Notes

Reaction equation

HRID 2173355 reaction equation
[ClH:1].[N:2]1([C:8](=[O:21])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH:20]=[N:19][N:18]=[N:17]3)=[CH:12][CH:11]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.N1([C:27]2C=CC(CC(O)=O)=C[CH:28]=2)C=NN=N1.C12CCC(NC1)CN2C(OC(C)(C)C)=O>>[ClH:1].[CH:3]12[CH2:28][CH2:27][CH:6]([NH:5][CH2:4]1)[CH2:7][N:2]2[C:8](=[O:21])[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([N:16]2[CH:20]=[N:19][N:18]=[N:17]2)=[CH:14][CH:15]=1

Participants

4

Reactant 3

HCID 841658(4-Tetrazol-1-yl-phenyl)-acetic acidHCID 56973608Tert-butyl 2,5-diazabicyclo(2.2.2)octane-2-carboxylateHCID 675172361-(piperazin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride

Product 1

HCID 866930191-(2,5-Diazabicyclo[2.2.2]oct-2-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride

Procedure

1-(2,5-Diazabicyclo[2.2.2]oct-2-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride was prepared in an analogous fashion as described above in the synthesis of 1-(piperazin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride starting from [4-(1H-tetrazol-1-yl)phenyl]acetic acid and commercially available tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate. LC/MS: [(M+1)]+=299

Sources & evidence

ORD record
ord-901a97b56d444b09931b15ed500bd6d8
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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