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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280880Generated: October 30, 2026

Potassium Phosphate, Tribasic → 5-[4-(Benzyloxy)-3-methoxyphenyl]-3-chloro-6-methyl-1,2,4-triazine

https://huagongshe.com/reaction/2280880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-(Benzyloxy)-3-methoxybenzeneboronic acidHCID 10682603—
Reactant3,5-Dichloro-6-methyl-1,2,4-triazineHCID 21698133—
CatalystHCID 178418397HCID 178418397—
SolventChloroformHCID 6212—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-[4-(Benzyloxy)-3-methoxyphenyl]-3-chloro-6-methyl-1,2,4-triazineHCID 58496616—

Reaction Steps

A degassed solution of 3,5-dichloro-6-methyl-1,2,4-triazine (151 mg, 0.9 mmol), 4-(benzyloxy)-3-methoxybenzene boronic acid (236 g, 0.9 mmol), tetrakis(triphenylphosphine)palladium(0) (55 mg, 0.05 mmol) and tripotassium phosphate (249 mg, 1.2 mmol) in dimethoxyethane (5 mL) was heated at reflux for 24 h. Upon cooling to room temperature the solution was diluted with CHCl3 and filtered through Celite®. The filtrate was concentrated in vacuo and the product purified by column chromatography using ethyl acetate-hexane (25:75) as eluent to furnish (75 mg, 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139560B2
Source datasetuspto-grants-2015_09
ORD IDord-ffd650ca51ec4764bcd511f9a32ae897
Source noteuspto-grants-2015_09