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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 343845Generated: October 30, 2026

Ethanol → HCID 15838742, compound

https://huagongshe.com/reaction/343845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-chloro-5,6-dimethylpyrimidin-2-amineHCID 248655—
Reactant1-Naphthaleneboronic acidHCID 254532—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 15838742HCID 1583874238.5%

Reaction Steps

A stirred heterogeneous solution of 1-naphthyl boronic acid (0.382 g), 2-amino-4-chloro-5,6-dimethylpyrimidine (0.350 g), tetrakis(triphenylphosphine)palladium(0) (0.153 g), ethyl alcohol (8 mL), water (4 mL), 1,2-dimethoxyethane (8 mL) and sodium carbonate (0.85 g), was heated to reflux (about 80° to 90° C.) for 14 hours. The solution was then cooled to room temperature, filtered and extracted with ethyl acetate. The solvent was removed under reduced pressure and the resultant yellow solid was recrystallized to give 2-amino-5,6-dimethyl-4-(naphth-1-yl)-pyrimidine (0.213 g), m.p. 213.5°-215.1° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05863924
Source datasetuspto-grants-1999_01
ORD IDord-4aedc9dcbb67490d88439b413074bb28
Source noteuspto-grants-1999_01