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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484695Generated: November 3, 2026

Sodium hydride → HCID 71612144, compound

https://huagongshe.com/reaction/1484695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Fluoropyridine--hydrogen chloride (1/1)HCID 24820326—
ReactantHCID 89662144HCID 89662144—
SolventDimethylformamideHCID 6228—
ProductHCID 71612144HCID 7161214425%

Reaction Conditions

Temperature90 °C

Reaction Steps

16.5 mg of 2-[5-cyclopropyl-1-(4-cyclopropyl-2,6-difluorobenzyl)-4-methyl-1H-pyrazol-3-yl]-5-methoxypyrimidin-4-amine 1-17-3 (0.040 mmol, 1.0 eq.) and 16.1 mg 4-Fluoropyridine hydrochlorid (0.120 mmol, 3.0 eq.) were suspended in 0.19 mL dry DMF under a nitrogen atmosphere. 19.2 mg of sodium hydride (60% purity) were added and stirred at 90° C. for 2 h. Then the mixture was partitioned between half water and ethyl acetate. The aqueous layer was washed with ethyl acetate twice. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by flash chromatography to obtain 5.7 mg (0.01 mmol, 20%) of the analytical pure target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422268B2
Source datasetuspto-grants-2016_08
ORD IDord-4f52896ef68d49658c49d427a6c09305
Source noteuspto-grants-2016_08