6-Oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile → 6-(4-{[4-(1H-Tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

HRID 2173448Notes

Reaction equation

HRID 2173448 reaction equation
N1(C2C=CC(CC(N3CCN(C(C)CC4C=CC5C(=O)OCC=5C=4)CC3)=O)=CC=2)C=NN=N1.Cl.[N:35]1([C:41](=[O:54])[CH2:42][C:43]2[CH:48]=[CH:47][C:46]([N:49]3[CH:53]=[N:52][N:51]=[N:50]3)=[CH:45][CH:44]=2)[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1.O=[C:56]1[CH2:65][CH2:64][C:63]2[CH:62]=[C:61]([C:66]#[N:67])[CH:60]=[CH:59][C:58]=2[CH2:57]1>>[N:49]1([C:46]2[CH:45]=[CH:44][C:43]([CH2:42][C:41]([N:35]3[CH2:40][CH2:39][N:38]([CH:56]4[CH2:65][CH2:64][C:63]5[CH:62]=[C:61]([C:66]#[N:67])[CH:60]=[CH:59][C:58]=5[CH2:57]4)[CH2:37][CH2:36]3)=[O:54])=[CH:48][CH:47]=2)[CH:53]=[N:52][N:51]=[N:50]1

Participants

4

Reactant 3

HCID 162445046-Oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrileHCID 573312395-[2-(4-{[4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)propyl]-2-benzofuran-1(3H)-oneHCID 675172361-(piperazin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride

Product 1

HCID 675164426-(4-{[4-(1H-Tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

Procedure

6-(4-{[4-(1H-Tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile was prepared in an analogous fashion to that described above for the synthesis of 5-[2-(4-{[4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)propyl]-2-benzofuran-1(3H)-one starting from 1-(piperazin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride and known compound 6-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (Ralf Heim, et al. J. Med. Chem. 2008, 51(16), 5064-5074). LC/MS: [(M+1)]+=428.

Sources & evidence

ORD record
ord-75ec3920aff247c2ab3d530726a14d4f
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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