Fumaric Acid → HCID 22482004, compound

HRID 2182164Notes

Reaction equation

HRID 2182164 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][NH:6][C:7]1[N:12]=[C:11]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH:10]=[N:9][CH:8]=1.[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]/[C:25]([OH:27])=[O:26]>CO.C(OC(C)C)(C)C>[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]/[C:25]([OH:27])=[O:26].[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][NH:6][C:7]1[N:12]=[C:11]([N:13]2[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]2)[CH:10]=[N:9][CH:8]=1

Participants

5

Reactant 2

HCID 444972Fumaric AcidHCID 9879509HCID 9879509, compound

Product 1

HCID 22482004HCID 22482004, compoundYield 79.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 7914Diisopropyl EtherSolvent2×

Procedure

A solution of (3-chloro-benzyl)-(3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-6′-yl)-amine 4-M (1.14 g, 3.74 mmol) in a mixture of methanol (15 mL) and isopropyl Ether (90 mL) was treated with a methanolic solution of fumaric acid (434 mg in 7.5 mL Methanol, 3.74 mmol). The resulting mixture was stirred at room temperature for 1 h. Additional isopropyl Ether (120 mL) was then added to the reaction mixture and stirring continued for 10 minutes. The resulting solids were filtered from the solution and dried under high vacuum to obtain the title compound 4-N (1.25 g).

Workup

  1. stirringstirring
  2. waitcontinued for 10 minutes
  3. filtrationThe resulting solids were filtered from the solution
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-ccbe219409dc4bed8d300125ac1efb23
Source dataset
uspto-grants-2005_05
Patent number
US06894050B2

Reaction notes

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