1-(3,4-Dichlorophenyl)piperazine → HCID 19367101, compound

HRID 1416269Notes

Reaction equation

HRID 1416269 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.[Cl:13][C:14]1[CH:15]=[C:16]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[CH:17]=[CH:18][C:19]=1[Cl:20]>>[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][C:19]([Cl:20])=[C:14]([Cl:13])[CH:15]=4)[CH2:26][CH2:25]3)[N:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 936011-(3,4-Dichlorophenyl)piperazineHCID 48683896-Chloro-2-(chloromethyl)imidazo[1,2-a]pyridine

Product 1

HCID 19367101HCID 19367101, compoundYield 41.6%

Procedure

Following the general procedure of Example 11 and making non-critical variations, 6-chloro-2-(chloromethyl)imidazo[1,2-α]pyridine (Example 4, Step 1; 0.493 g) and 1-(3,4-dichlorophenyl)piperazine (Aldrich; 0.636 g) are converted to 0.404 g of the title compound after chromatography on silica gel and crystallization from ethyl ether/hexane; mp 122.5-123.5° C.; MS m/z 394; IR (mineral oil) 1339, 1488, 804, 1072, 2807 cm-1 ; 1H NMR (CDCl3) δ2.72, 3.21, 3.77, 6.72, 6.94, 7.13, 7.26, 7.52, 8.14.

Sources & evidence

ORD record
ord-0b11da3df2524855a09101b3b1d38d0f
Source dataset
uspto-grants-1999_06
Patent number
US05912246

Reaction notes

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