1-Phenylpiperazinium chloride → HCID 19367125, compound

HRID 1416268Notes

Reaction equation

HRID 1416268 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.[C:14]1([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([CH2:11][N:23]3[CH2:24][CH2:25][N:20]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[CH2:21][CH2:22]3)[N:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 751641-Phenylpiperazinium chlorideHCID 48683896-Chloro-2-(chloromethyl)imidazo[1,2-a]pyridine

Product 1

HCID 19367125HCID 19367125, compoundYield 58%

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; 0.296 g) and 1-phenylpiperazine hydrochloride (Aldrich; 0.333 g) are converted to 0.279 g of the title compound after chromatography on silica gel and crystallization from dichloromethane/ethyl ether/hexane; mp 128.5-130.5° C.; MS m/z 326, 328; IR (mineral oil) 1217, 1073, 1501, 921, 1600 cm-1 ; 1H NMR (CDCl3) δ2.74, 3.24, 3.77, 6.85, 6.92, 7.12, 7.26. 7.52. 8.13.

Sources & evidence

ORD record
ord-1e0d35a9acb14a4eb388e58cee80cabf
Source dataset
uspto-grants-1999_06
Patent number
US05912246

Reaction notes

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