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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484699Generated: October 30, 2026

Citric Acid → HCID 71612269, compound

https://huagongshe.com/reaction/1484699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 71612022HCID 71612022—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 71612269HCID 7161226987%

Reaction Steps

To a solution of 722 mg of ethyl 4-({2-[5-cyclopropyl-1-(4-ethoxy-2,6-difluorobenzyl)-4-methyl-1H-pyrazol-3-yl]-5-methoxypyrimidin-4-yl}amino)-pyridine-3-carboxylate 2-6-5 (1.28 mmol, 1.0 eq) in 13 mL THF and 1.6 mL methanol were added 256 mg sodium hydroxide (6.39 mmol, 5.0 eq). The mixture was stirred for 45 minutes at rt. Using 10% aqueous citric acid the pH of the mixture was adjusted to 3.5. The resulting suspension was filtered. The precipitate was washed with water and ethanol and subsequently dried to provide 660 mg of the desired product (1.11 mmol, 87%) as 90% pure target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422268B2
Source datasetuspto-grants-2016_08
ORD IDord-0823625d10e548f18e5476fc5ab3bd2d
Source noteuspto-grants-2016_08