Hydrochloric Acid → 2-[[4-(2-Pyridinyl)-1-piperazinyl]Methyl]-1H-benziMidazole trihydrochloride

HRID 1061586Notes

Reaction equation

HRID 1061586 reaction equation
[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[NH:19][C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[N:16]=2)[CH2:10][CH2:9]1>C(O)(C)C>[ClH:1].[ClH:1].[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:9][CH2:10][N:11]([CH2:14][C:15]2[NH:16][C:17]3[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=3[N:19]=2)[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 50257392-((4-(2-Pyridinyl)-1-piperazinyl)methyl)-1H-benzimidazole

Product 1

HCID 167591652-[[4-(2-Pyridinyl)-1-piperazinyl]Methyl]-1H-benziMidazole trihydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

A solution of 5.6M HCl in isopropanol (3 mL, 16.8 mmol) was diluted with isopropanol (10 mL), treated with 2-[(4-pyridin-2-ylpiperazin-1-yl)methyl]-1H-benzimidazole (1 g, 3.4 mmol), and stirred at ambient temperature for 17 hours. The suspension was filtered, washed with isopropanol (about 2 mL), and dried under reduced pressure to provide the title compound as a solid. Elemental analysis calc'd: C, 50.70; H, 5.51; N, 17.39; Cl, 26.41. Found: C, 50.48; H, 5.42; N, 17.14; Cl, 26.33; mp 260° C., DSC: broad endotherm at 233.31° C., followed by a broad exotherm.

Workup

  1. filtrationThe suspension was filtered
  2. washwashed with isopropanol (about 2 mL)
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-fffc559a7efd4ae386774996385d354b
Source dataset
uspto-grants-2005_11
Patent number
US06960589B2

Reaction notes

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