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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486560Generated: October 30, 2026

Fumaric Acid → HCID 19095312, compound

https://huagongshe.com/reaction/486560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFumaric AcidHCID 444972—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 19095368HCID 19095368—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 19095312HCID 1909531247%

Reaction Steps

3,4-Dihydro-6-(p-methoxyphenyl)-1-methylpyrrolo[1,2-a]pyrazine (1.0 g) was dissolved in a mixture of 60 ml of methanol and 6 ml of water under argon. The solution was treated portionwise with 0.5 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 100 ml of methylene chloride and washed with 45 ml of 10% ammonia solution. The phases were separated and the aqueous phase was extracted twice with 50 ml of methylene chloride each time. The organic phases were combined, dried with MgSO4 and freed from solvent. The crude product, 1.0 g of brown solid, was dissolved in a 30-fold amount of ethanol and treated with 1.1 equivalents of a saturated solution of fumaric acid in ethanol. There was obtained 0.7 g (47%) of 1,2,3,4-tetrahydro-6-(p-methoxyphenyl)-1-methylpyrrolo[1,2-a]pyrazine fumarate (1:0.9); m.pt.: 162°-165° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05292732
Source datasetuspto-grants-1994_03
ORD IDord-4953451c9975411795675ebfff4d5a0c
Source noteuspto-grants-1994_03