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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467847Generated: November 2, 2026

1,3-Dimethyl-6-[2-(dimethylamino)vinyl]-5-nitrouracil → 1H-Pyrrolo(3,2-d)pyrimidine-2,4(3H,5H)-dione, 1,3-dimethyl-

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Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dimethyl-6-[2-(dimethylamino)vinyl]-5-nitrouracilHCID 1083476—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product1H-Pyrrolo(3,2-d)pyrimidine-2,4(3H,5H)-dione, 1,3-dimethyl-HCID 206249—

Reaction Steps

To a solution of Step 2 intermediate (0.40 g, 1.573 mmol) in MeOH (80 mL) was added 10% Pd—C (0.2 g) and the mixture was stirred under a hydrogen atmosphere at room temperature for 2 h. The mixture was filtered through a celite bed and was thoroughly washed with MeOH (50 mL). The filtrate was collected and evaporated and the residue thus obtained was purified by column chromatography to afford 0.120 g of the desired compound as an off-white solid; 1H NMR (δ ppm, 300 MHz, DMSO-d6) 3.23 (s, 3H), 3.38 (s, 3H), 6.17 (s, 1H), 7.25 (s, 1H), 12.09 (s, 1H); APCI-MS (m/z) 180.28 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623880B2
Source datasetuspto-grants-2014_01
ORD IDord-88303419b0944dab8df8b2a59f801770
Source noteuspto-grants-2014_01