N-(2-Cyanophenyl)piperazine → HCID 19367106, compound

HRID 1416254Notes

Reaction equation

HRID 1416254 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([CH2:11]Cl)[N:10]=2)[CH:7]=1.[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)#[N:14]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([CH2:11][N:24]3[CH2:23][CH2:22][N:21]([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=4[C:13]#[N:14])[CH2:26][CH2:25]3)[N:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 2735875N-(2-Cyanophenyl)piperazineHCID 48683896-Chloro-2-(chloromethyl)imidazo[1,2-a]pyridine

Product 1

HCID 19367106HCID 19367106, compound

Procedure

Following the general procedure of Example 11 and making noncritical variations, 6-chloro-2-(chloromethyl)imidazo[1,2-α]pyridine (Example 4. Step 1; 0.3373 g) and 1-(2-cyanophenyl)piperazine (Emka-Chemie; 0.347 g) give, after crystallization from dichloromethane/ethyl acetate, 0.309 g of the title compound; mp 167-169° C.; MS m/z 351, 353; IR (mineral oil) 1326, 1448, 809, 1484, 1073 cm-1 ; 1H NMR (CDCl3) δ2.79, 3.27, 3.79, 6.99, 7.12, 7.52, 8.14.

Workup

  1. customgive
  2. customafter crystallization from dichloromethane/ethyl acetate, 0.309 g of the title compound

Sources & evidence

ORD record
ord-3c49c77a038640a98a5ff0796e4862ca
Source dataset
uspto-grants-1999_06
Patent number
US05912246

Reaction notes

Loading…