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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433745Generated: October 30, 2026

Formaldehyde → HCID 22937007, compound

https://huagongshe.com/reaction/1433745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 22936501HCID 22936501—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 22937007HCID 2293700764.7%

Reaction Steps

After dissolving N-(2-chloro-4-((6-cyano-7-(4-piperidylmethoxy)-4-quinolyl)oxy)phenyl)-N′-methylurea (15 mg) in tetrahydrofuran (0.5 ml) and methanol (0.5 ml), there were added 37% aqueous formaldehyde (0.03 ml), acetic acid (0.06 ml) and sodium cyanoborohydride (5.0 mg) at room temperature, and the mixture was stirred for 1 hour. Water was added to the reaction solution, saturated aqueous sodium bicarbonate was added for neutralization, and extraction was performed with ethyl acetate. The organic layer was washed with water and the solvent was distilled off to obtain a crude product. This was recrystallized with ethyl acetate to obtain the title compound (10 mg) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-51cb4b2747cc4d46959c4eb8ce251b36
Source noteuspto-grants-2009_11