tert-Butyl piperazine-1-carboxylate → 2,5-Difluoro-4-[2-oxo-2-(piperazin-1-yl)ethyl]benzonitrile

HRID 2173353Notes

Reaction equation

HRID 2173353 reaction equation
Cl.N1(C(=O)CC2C=CC(N3C=NN=N3)=CC=2)CCNCC1.[N:22]1([C:28]([O:30]C(C)(C)C)=O)[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.[C:35]([C:37]1[C:42]([F:43])=[CH:41][C:40]([CH2:44]C(O)=O)=[C:39]([F:48])[CH:38]=1)#[N:36]>>[F:43][C:42]1[CH:41]=[C:40]([CH2:44][C:28](=[O:30])[N:22]2[CH2:23][CH2:24][NH:25][CH2:26][CH2:27]2)[C:39]([F:48])=[CH:38][C:37]=1[C:35]#[N:36]

Participants

4

Reactant 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 675133414-Cyano-2,5-difluorophenylacetic acidHCID 675172361-(piperazin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride

Product 1

HCID 675169332,5-Difluoro-4-[2-oxo-2-(piperazin-1-yl)ethyl]benzonitrile

Procedure

2,5-difluoro-4-[2-oxo-2-(piperazin-1-yl)ethyl]benzonitrile 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 tert-butyl piperazine-1-carboxylate and (4-cyano-2,5-difluorophenyl)acetic acid. LC/MS: [(M+1)]+=266.

Sources & evidence

ORD record
ord-887c6542a6d74713afb62ffd82f9a280
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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