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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624555Generated: November 1, 2026

5-Methylfurfural → 1,3-Dimethyl-10-(5-methylfuran-2-yl)-5-phenyl-7,8,9,10-tetrahydropyrazino[1',2':1,2]pyrrolo[3,4-d]pyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/624555

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-MethylfurfuralHCID 12097—
Reactant6-(2-Amino-ethyl)-1,3-dimethyl-5-phenyl-1,6-dihydro-pyrrolo[3,4-d]pyrimidine-2,4-dioneHCID 86722879—
SolventEthanolHCID 702—
Product1,3-Dimethyl-10-(5-methylfuran-2-yl)-5-phenyl-7,8,9,10-tetrahydropyrazino[1',2':1,2]pyrrolo[3,4-d]pyrimidine-2,4(1H,3H)-dioneHCID 76285149—

Reaction Conditions

Temperature100 °C

Reaction Steps

6-(2-Amino-ethyl)-1,3-dimethyl-5-phenyl-1,6-dihydro-pyrrolo[3,4-d]pyrimidine-2,4-dione (Intermediate A) (519 mg, 1.740 mmol) in EtOH (3 mL) was treated with 5-methylfuran-2-carbaldehyde (commercial) (0.173 mL, 1.740 mmol) and heated at 100° C. for 30 min using microwave irradiation. A further portion of 5-methylfuran-2-carbaldehyde (0.173 mL, 1.740 mmol) was added and heating continued at 100° C. for 10 min. The solvent was removed under reduced pressure and purification by chromatography on silica eluting with 40-80% EtOAc in iso-hexanes afforded the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303035B2
Source datasetuspto-grants-2016_04
ORD IDord-d1688877e7204abcb7beec5a6baa0c8e
Source noteuspto-grants-2016_04