2,3-Dihydroxybutanedioic Acid → HCID 86589095, compound

HRID 1061581Notes

Reaction equation

HRID 1061581 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[NH:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[N:15]=2)[CH2:9][CH2:8]1.[C:23]([OH:32])(=[O:31])[CH:24]([CH:26]([C:28]([OH:30])=[O:29])[OH:27])[OH:25]>CO.O>[C:28]([C@@H:26]([C@H:24]([C:23]([OH:32])=[O:31])[OH:25])[OH:27])([OH:30])=[O:29].[C:28]([C@@H:26]([C@H:24]([C:23]([OH:32])=[O:31])[OH:25])[OH:27])([OH:30])=[O:29].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:8][CH2:9][N:10]([CH2:13][C:14]2[NH:15][C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[N:18]=2)[CH2:11][CH2:12]1

Participants

5

Reactant 2

HCID 8752,3-Dihydroxybutanedioic AcidHCID 50257392-((4-(2-Pyridinyl)-1-piperazinyl)methyl)-1H-benzimidazole

Product 1

HCID 86589095HCID 86589095, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2-[(4-Pyridin-2-ylpiperazin-1-yl)methyl]-1H-benzimidazole (4.00 g, 13.6 mmol) in methanol (20 mL) and H2O (20 mL) was treated with (L) tartaric acid (4.09 g, 27.2 mmol). The resulting solid was filtered, washed with methanol (10 mL), and dried under reduced pressure to provide the title compound as a solid. Elemental analysis calc'd for C25H31N5O12: C, 50.59; H, 5.26; N, 11.80; O, 32.35. Found: C, 50.48; H 5.27; N, 11.78; O, 32.41. DSC: sharp endotherm at 206° C.

Workup

  1. filtrationThe resulting solid was filtered
  2. washwashed with methanol (10 mL)
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-66839e259a4b441fbf5268f67a861ad3
Source dataset
uspto-grants-2005_11
Patent number
US06960589B2

Reaction notes

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