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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617786Generated: October 29, 2026

Ethanol → HCID 15838742, compound

https://huagongshe.com/reaction/617786

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 numberUS05952331
Source datasetuspto-grants-1999_09
ORD IDord-5747680f22244ee9acad1437554dc39e
Source noteuspto-grants-1999_09