Fumaric Acid → HCID 54581792, compound

HRID 2077032Notes

Reaction equation

HRID 2077032 reaction equation
[CH2:1]([C:8]1[N:9]=[CH:10][C:11]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13][C:12]=2[N:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19]([OH:26])(=[O:25])/[CH:20]=[CH:21]/[C:22]([OH:24])=[O:23]>C(OCC)(=O)C.CO>[C:19]([OH:26])(=[O:25])/[CH:20]=[CH:21]/[C:22]([OH:24])=[O:23].[CH2:1]([C:8]1[N:9]=[CH:10][C:11]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13][C:12]=2[N:18]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 444972Fumaric AcidHCID 250705822-benzyl-6,7,8,9-tetrahydro-5H-pyriMido[4,5-d]azepine

Product 1

HCID 54581792HCID 54581792, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

2-Benzyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepine (792 mg, 3.30 mmol) in hot ethyl acetate (35 ml) was added a solution of fumaric acid (1.0 eq, 384 mgs, 3.30 mmol) in hot methanol (12 ml). The resultant solution was stirred overnight. The solid was collected and recrystallised from ethyl acetate/methanol (30 ml/10 ml). The solid from this was collected by filtration then dried in vacuo to afford the title compound as a colourless solid (982 mg, 91%).

Workup

  1. customThe solid was collected
  2. customrecrystallised from ethyl acetate/methanol (30 ml/10 ml)
  3. filtrationThe solid from this was collected by filtration
  4. customthen dried in vacuo

Sources & evidence

ORD record
ord-152d7a8dc16b40899a95f705e920c7c2
Source dataset
uspto-grants-2011_04
Patent number
US07928099B2

Reaction notes

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