(4-Tetrazol-1-yl-phenyl)-acetic acid → 1-(3,8-Diazabicyclo[3.2.1]oct-3-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

HRID 2173354Notes

Reaction equation

HRID 2173354 reaction equation
Cl.[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.C12N(C(OC(C)(C)C)=O)C(CC1)CNC2>>[CH:4]12[NH:5][CH:6]([CH2:27][CH2:28]1)[CH2:7][N:2]([C:8](=[O:21])[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([N:16]3[CH:20]=[N:19][N:18]=[N:17]3)=[CH:14][CH:15]=1)[CH2:3]2

Participants

4

Reactant 3

HCID 841658(4-Tetrazol-1-yl-phenyl)-acetic acidHCID 157409088-Boc-3,8-diaza-bicyclo(3.2.1)octaneHCID 675172361-(piperazin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride

Product 1

HCID 675172311-(3,8-Diazabicyclo[3.2.1]oct-3-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

Procedure

1-(3,8-Diazabicyclo[3.2.1]oct-3-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone 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 tert-butyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate. LC/MS: [(M+1)]+=299.

Sources & evidence

ORD record
ord-b1a123e8dd024c8fa18c552846702be7
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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