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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873545Generated: October 28, 2026

Water → 3-(2-Chloropyrimidin-4-yl)-6-methoxy-2-methylbenzaldehyde

https://huagongshe.com/reaction/873545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2,4-DichloropyrimidineHCID 77531—
ReactantHCID 130141572HCID 130141572—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-(2-Chloropyrimidin-4-yl)-6-methoxy-2-methylbenzaldehydeHCID 11770075388%

Reaction Conditions

Temperature80 °C

Reaction Steps

A 2 M aqueous solution of sodium carbonate (2.72 mL, 5.43 mol) and tetrakistriphenylphosphine palladium(0) (209 mg, 0.181 mmol) were added to a suspension of the 6-methoxy-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde obtained in Example 4-1 (500 mg, 1.81 mmol) and 2,4-dichloropyrimidine (405 mg, 2.72 mmol) in dimethoxyethane (5.4 mL) at room temperature. The mixture thus obtained was stirred at 80° C. for 10 hours. Thereafter, the resulting solution was cooled to room temperature. Water was added to the reaction solution, and the precipitated crude product was collected by filtration and was then washed with water and diisopropyl ether to obtain the title compound (418 mg, yield: 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975263B2
Source datasetuspto-grants-2015_03
ORD IDord-10d6b4bbc5034e4f8f60272012c2420a
Source noteuspto-grants-2015_03