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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632911Generated: October 31, 2026

Methanol → HCID 58072584, compound

https://huagongshe.com/reaction/632911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantCesium carbonateHCID 10796—
ReactantHCID 58073044HCID 58073044—
CatalystHCID 178418476HCID 178418476—
ProductHCID 58072584HCID 58072584—

Reaction Conditions

Temperature90 °C

Reaction Steps

The title compound is synthesized according to general procedure GP4 starting from 2.5 g (9.7 mmol) 4-chloro-6-ethyl-5-(6-amino-pyridin-3-ylethynyl)-pyrimidine using 2.4 g (11.6 mmol) 3-methoxy-4-methoxycarbonylphenyl boronic acid, 339 mg (0.48 mmol) bis-(triphenylphoshine)palladium(II) chloride, 14 mL (28.2 mmol) of an aqueous 2 M Cs2CO3 and 5 mL MeOH in 50 mL DME. The reaction mixture is stirred for 2 hours at 90° C. The solvent is removed under reduced pressure and the residue is taken up in water and ethylacetate. The aqueous phase is extracted twice with ethylacetate. The combined organic layers are dried over MgSO4 filtered over celite and the solvent is removed under reduced pressure. After drying 3.3 g (89%) of the desired product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321771B2
Source datasetuspto-grants-2016_04
ORD IDord-ad239c9588594d1296e850b48d53cebb
Source noteuspto-grants-2016_04