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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427973Generated: October 26, 2026

2-Aminophenol → 2-(2-Hydroxyphenylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamide

https://huagongshe.com/reaction/2427973

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminophenolHCID 5801—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylateHCID 57474573—
ReactantEthyl 2-(2-hydroxyphenylamino)-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylateHCID 57474630—
SolventDimethylformamideHCID 6228—
Product2-(2-Hydroxyphenylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamideHCID 24938108100%

Reaction Steps

Ethyl 2-(2-hydroxyphenylamino)-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate. To a solution of ethyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate (See Example 30.A) (300 mg, 0.851 m mol) in DMF (5 mL) was added 2-aminophenol (111 mg, 1.021 mmol) and N,N-diisopropylethylamine (0.223 mL, 1.276 mmol). The reaction was stirred at room temperature overnight. Solvent was removed under reduced pressure and the resulting residue was purified by chromatography on a normal phase silica gel column (50% ethyl acetate in hexanes). Fractions containing product were combined and the solvent evaporated to provide the title compound (362 mg, 0.851 mmol, 100% yield). MS (ESI) m/z 426.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968556B2
Source datasetuspto-grants-2011_06
ORD IDord-618e07e4e1df41b6896fc45a9dffefb3
Source noteuspto-grants-2011_06