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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817232Generated: October 29, 2026

Water → HCID 22664816, compound

https://huagongshe.com/reaction/1817232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-MorpholinoethanolHCID 61163—
Reactant2-Amino-6-fluorobenzonitrileHCID 522659—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 22664816HCID 22664816—

Reaction Conditions

Temperature100 °C

Reaction Steps

4-(Hydroxyethyl)morpholine (1.02 eq) was added to NaH (1.2 eq) in NMP. After 10 minutes, 6-amino-2-fluorobenzenecarbonitrile (1.0 eq) was added in NMP. The resulting mixture was heated at 100° C. for 1 hour. The mixture was then cooled and poured into H2O. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo to a yield a brown gum. The crude material was purified by silica gel chromatography (5:1:95 MeOH:Et3N:EtOAc) to give the desired product. LC/MS m/z 248.3 (MH+), Rt 1.26 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598268B2
Source datasetuspto-grants-2009_10
ORD IDord-a6848e2ffa0a48d9a0aad2d2ccac669d
Source noteuspto-grants-2009_10