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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391676Generated: October 29, 2026

Ethanol → 2-(3-(Hydroxymethyl)phenylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamide

https://huagongshe.com/reaction/391676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantEthyl 5-amino-2-(3-(hydroxymethyl)phenylamino)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylateHCID 57474710—
ReactantHCID 178463277HCID 178463277—
CatalystPalladiumHCID 23938—
Product2-(3-(Hydroxymethyl)phenylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamideHCID 5747470885%

Reaction Steps

Ethyl 5-amino-2-(3-(hydroxymethyl)phenylamino)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate. Ethyl-5-nitro-2-(3-(hydroxy(ethyl)phenylamino)-6-(2-methoxy-phenylamino)pyrimidine-4-carboxylate (0.35 g, 0.797 mmol) was dissolved in ethanol (20 mL) and 10% palladium on carbon (0.087 g) was added to the flask and flushed with fresh hydrogen gas and allowed to stir at room temperature. After 16 h, the reaction was filtered through celite and the filtrate condensed under reduced pressure. The crude oil was purified using biotage chromatography (50-100% ethyl acetate in hexanes) to afford the title compound (0.277 g, 85%). MS (ESI) m/z 410.5 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383634B2
Source datasetuspto-grants-2013_02
ORD IDord-2edec770ce0f4f61903cc54d2a0086bc
Source noteuspto-grants-2013_02