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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41372Generated: October 28, 2026

4-[[4-(4-Cyano-2,6-dimethylphenoxy)-5-nitro-2-pyrimidinyl]amino]benzonitrile → 4-[5-Amino-2-(4-cyanoanilino)pyrimidin-4-yl]oxy-3,5-dimethyl-benzonitrile

https://huagongshe.com/reaction/41372

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[[4-(4-Cyano-2,6-dimethylphenoxy)-5-nitro-2-pyrimidinyl]amino]benzonitrileHCID 486394—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product4-[5-Amino-2-(4-cyanoanilino)pyrimidin-4-yl]oxy-3,5-dimethyl-benzonitrileHCID 48639584.2%

Reaction Steps

A mixture of 4-[[4-(4-cyano-2,6-dimethylphenoxy)-5-nitro-2-pyrimidinyl]amino]benzonitrile (0.0005 mol) in tetrahydrofuran (20 ml) was hydrogenated overnight with Pd/C 10% (0.100 g) as a catalyst. After uptake of H2 (3 equiv; 0.0015 mol), the catalyst was filtered off and the filtrate was concentrated by rotary evaporation and dried in vacuo over 16 hours at 40° C., yielding 0.15 g of 4-[[5-amino-4-(4-cyano-2,6-dimethylphenoxy)-2-pyrimidinyl]amino]benzonitrile (84%); mp. >300° C. (comp. 50).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530655B2
Source datasetuspto-grants-2013_09
ORD IDord-d824fdad02994a7592fb6dcf0c2d1703
Source noteuspto-grants-2013_09