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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2377828Generated: October 31, 2026

Water → HCID 22664816, compound

https://huagongshe.com/reaction/2377828

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 equivalents) was added to NaH (1.2 equivalents) in NMP. After 10 minutes, 6-amino-2-fluorobenzenecarbonitrile (1.0 equivalent) 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 numberUS07470709B2
Source datasetuspto-grants-2008_12
ORD IDord-5e18b59b98a54099996764b88ecea01e
Source noteuspto-grants-2008_12