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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624562Generated: October 31, 2026

Triethylamine → (R)-5-(3-Chlorophenyl)-6-(2,3-dihydroxypropyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

https://huagongshe.com/reaction/624562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(2R)-3-aminopropane-1,2-diolHCID 6994409—
Reactant6-(bromomethyl)-5-(3-chlorobenzoyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dioneHCID 86722887—
SolventEthanolHCID 702—
Product(R)-5-(3-Chlorophenyl)-6-(2,3-dihydroxypropyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dioneHCID 86722886—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 6-(bromomethyl)-5-(3-chlorobenzoyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (2 g, 5.38 mmol), (R)-3-aminopropane-1,2-diol (0.490 g, 5.38 mmol) and triethylamine (0.750 ml, 5.38 mmol) in EtOH (17.94 ml) was heated under microwave irradiation at 100° C. for 1 hour. The mixture was evaporated under vacuum and the residue partitioned between DCM (20 mL) and 1M HCl (20 mL). The phases were separated and the organic phase was washed with water (2×20 mL). The organic phase was passed through a hydrophobic frit and evaporate under vacuum to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303035B2
Source datasetuspto-grants-2016_04
ORD IDord-6fc374320c3840aba2337dfc60c25733
Source noteuspto-grants-2016_04