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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60343Generated: October 29, 2026

Sodium Dithionite → 3-(1-methyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate

https://huagongshe.com/reaction/60343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium DithioniteHCID 24489—
Reactant(E)-3-(3-methyl-5-nitro-2,6-dioxo-4-(3-(trifluoromethoxy)styryl)-2,3-dihydro pyrimidin-1(6H)-yl)propyl acetateHCID 118863783—
SolventFormic AcidHCID 284—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product3-(1-methyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetateHCID 11886377043.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of (E)-3-(3-methyl-5-nitro-2,6-dioxo-4-(3-(trifluoromethoxy)styryl)-2,3-dihydro pyrimidin-1(6H)-yl)propyl acetate (50 mg, 0.109 mmol) in HCOOH (3 mL) was added Na2S2O4 (114.0 mg, 0.655 mmol). The reaction was heated at 140° C. for 5 h, cooled to RT then diluted with EA (20 mL) and water (20 mL). The organic layer was dried over Na2SO4 and concentrated to give 3-(1-methyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate (20 mg, 43.1% yield) as an oil. LCMS: MH+ 426 and TR=1.597 min. Used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440983B2
Source datasetuspto-grants-2016_09
ORD IDord-e66724af99fc4e93ab25f3f913b1b794
Source noteuspto-grants-2016_09