2-Chloro-5-nitrobenzonitrile → 5-amino-2-[4-(3,4,5,6-tetrahydro-2H-pyran-4-yl)piperazin-1-yl]benzonitrile

HRID 2216396Notes

Reaction equation

HRID 2216396 reaction equation
Cl[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][C:3]=1[C:4]#[N:5].[O:13]1[CH2:18][CH2:17][CH:16]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH2:15][CH2:14]1>>[NH2:10][C:7]1[CH:8]=[CH:9][C:2]([N:22]2[CH2:21][CH2:20][N:19]([CH:16]3[CH2:17][CH2:18][O:13][CH2:14][CH2:15]3)[CH2:24][CH2:23]2)=[C:3]([CH:6]=1)[C:4]#[N:5]

Participants

3

Reactant 2

HCID 855042-Chloro-5-nitrobenzonitrileHCID 219423151-(Oxan-4-yl)piperazine

Product 1

HCID 219423235-amino-2-[4-(3,4,5,6-tetrahydro-2H-pyran-4-yl)piperazin-1-yl]benzonitrileYield 66.9%

Procedure

By the reaction and treatment in the same manner as in Starting Material Synthetic Example 4 using 2-chloro-5-nitrobenzonitrile (10 g) and 4-(3,4,5,6-tetrahydro-2H-pyran-4-yl)piperazine (27 g), the title compound (10.5 g) was obtained. melting point: 162° C.

Workup

  1. customBy the reaction and treatment in the same manner as

Sources & evidence

ORD record
ord-d6f6c937ca09450885e4333a9e991381
Source dataset
uspto-grants-2006_09
Patent number
US07112594B2

Reaction notes

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