5-[2-(4-{[4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)propyl]-2-benzofuran-1(3H)-one → 1-{4-[1-(2,1,3-Benzoxadiazol-5-yl)propan-2-yl]piperazin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

HRID 2173449Notes

Reaction equation

HRID 2173449 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][C:13]([N:15]3[CH2:20][CH2:19][N:18]([CH:21]([CH3:33])[CH2:22][C:23]4[CH:32]=[CH:31][C:26]5C(=O)OC[C:25]=5[CH:24]=4)[CH2:17][CH2:16]3)=[O:14])=[CH:8][CH:7]=2)[CH:5]=[N:4][N:3]=[N:2]1.Cl.N1(C(=O)CC2C=CC(N3C=NN=N3)=CC=2)CCNCC1.[N:55]1[O:56][N:57]=C2C=C(CC(=O)C)C=CC=12>>[N:55]1[O:56][N:57]=[C:25]2[CH:24]=[C:23]([CH2:22][CH:21]([N:18]3[CH2:17][CH2:16][N:15]([C:13](=[O:14])[CH2:12][C:9]4[CH:10]=[CH:11][C:6]([N:1]5[CH:5]=[N:4][N:3]=[N:2]5)=[CH:7][CH:8]=4)[CH2:20][CH2:19]3)[CH3:33])[CH:32]=[CH:31][C:26]=12

Participants

4

Reactant 3

HCID 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 hydrochlorideHCID 675173001-(2,1,3-Benzoxadiazol-5-yl)propan-2-one

Product 1

HCID 675158521-{4-[1-(2,1,3-Benzoxadiazol-5-yl)propan-2-yl]piperazin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

Procedure

1-{4-[1-(2,1,3-Benzoxadiazol-5-yl)propan-2-yl]piperazin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone 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 1-(2,1,3-benzoxadiazol-5-yl)propan-2-one. LC/MS: [(M+1)]+=433.

Sources & evidence

ORD record
ord-df8ad7ea2f8f48a8aae8d5c342520991
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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