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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774543Generated: November 2, 2026

Sodium hydride → HCID 71612144, compound

https://huagongshe.com/reaction/1774543

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 numberUS09260412B2
Source datasetuspto-grants-2016_02
ORD IDord-104f61a0bd8942b6a16c7f8c1b940334
Source noteuspto-grants-2016_02