N-(2-Cyanophenyl)piperazine → HCID 178420455, compound

HRID 1592765Notes

Reaction equation

HRID 1592765 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)#[N:2].[N:15]([Sn](CCCC)(CCCC)CCCC)=[N+:16]=[N-:17]>>[NH:15]1[C:1]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:2][N:17]=[N:16]1

Participants

3

Reactant 2

HCID 2735875N-(2-Cyanophenyl)piperazineHCID 4984872Tributyltin azide

Product 1

HCID 178420455HCID 178420455, compound

Procedure

A solution of 4-(2-cyano-phenyl)-piperazine (1.7 g, 9.0 mmol, 1.0 eq) in azidotributyltin (5.0 g, 15 mmol, 1.5 eq.) was stirred at 80° C. for about 5 days. Purification by SCX (10 g) ion exchange chromatography afforded crude 4-(2-tetrazole-5-yl-phenyl)-piperazine. LRMS (ESI+): 231.0 (M+1).

Workup

  1. customPurification by SCX (10 g) ion exchange chromatography

Sources & evidence

ORD record
ord-8d7d8eea3fee46338f1ed59781840107
Source dataset
uspto-grants-2007_11
Patent number
US07291619B2

Reaction notes

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