Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Fumaric Acid | HCID 444972 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 19095342 | HCID 19095342 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 19095256 | HCID 19095256 | 66% |
Reaction Steps
3,4-Dihydro-1,6-dimethyl-7-phenylpyrrolo[1,2-a]pyrazine (0.5 g) was dissolved in a mixture of 20 ml of methanol and 2 ml of water under argon. The solution was treated portionwise with 0.25 g of sodium borohydride while stirring and stirred at room temperature overnight. Thereafter, the methanol was removed in a vacuum, the residue was taken up in 50 ml of methylene chloride and washed with 50 ml of 10% ammonia solution. The phases were separated and the aqueous phase was extracted twice with 30 ml of methylene chloride each time. The organic phases were combined, dried with MgSO4 and freed from solvent. The crude product, 0.6 g of yellow oil, was dissolved in a 20-fold amount of ethanol and treated with 1.1 equivalents of a saturated solution of fumaric acid in ethanol. There was obtained 0.5 g (66%) of 1,2,3,4-tetrahydro-1,6-dimethyl-7-phenylpyrrolo[1,2-a]pyrazine fumarate (1:1); m.pt.: 196°-197° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05292732 |
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| Source dataset | uspto-grants-1994_03 |
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| ORD ID | ord-1bb1218ac9a44f3d9782cbc83e4572d3 |
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| Source note | uspto-grants-1994_03 |
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