Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776446Generated: November 1, 2026

Water → HCID 86732474, compound

https://huagongshe.com/reaction/1776446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluoropyridine--hydrogen chloride (1/1)HCID 24820326—
ReactantHCID 86732475HCID 86732475—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86732474HCID 86732474—

Reaction Conditions

Temperature90 °C

Reaction Steps

100 mg of 2-[1-(4-ethoxy-2,6-difluorobenzyl)-4-methyl-1H-indazol-3-yl]-5-methoxypyrimidin-4-amine (1-4-6, 0.236 mmol, 1.0 eq.) and 94.2 mg 4-Fluoropyridin hydrochloride (0.705 mmol, 3.0 eq.) were dissolved in 1.1 ml of dry N,N-dimethylformamide. 113 mg sodium hydride (60%, 2.82 mmol, 12 eq.) were added. The reaction mixture was stirred at 90° C. for 2 h. Water and ethyl acetate were added and the aqueous layer was washed with ethyl acetate twice. The combined organic layers were dried over a silicone filter and concentrated in vacuum. The residue was purified by HPLC to yield 46 mg (0.09 mmol, 38%) of the analytically pure target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265763B2
Source datasetuspto-grants-2016_02
ORD IDord-e3b44ba6d60b44c5aff56da557e4a64d
Source noteuspto-grants-2016_02