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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1847130Generated: November 1, 2026

Water → HCID 86713532, compound

https://huagongshe.com/reaction/1847130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactanttrans-2,6-DimethylmorpholineHCID 11137133—
Reactant3,4-Difluoro-5-formylbenzonitrileHCID 23070228—
SolventAcetonitrileHCID 6342—
ProductHCID 86713532HCID 86713532103.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

(2R,6R)-2,6-dimethylmorpholine (8.0 g, 70.0 mmol) followed by triethylamine (13.7 mL, 98.0 mmol) is added slowly to a solution of commercially available 3,4-difluoro-5-formylbenzonitrile (11.1 g, 66.7 mmol) in acetonitrile (500 mL) at room temperature. The mixture is warmed to 80° C. for 16 hours. After allowing to cool to room temperature, water (500 mL) is added and the mixture extracted twice with ethylacetate (250 mL). The combined organics were washed with brine, dried over sodium sulfate, filtered and evaporated to give the title compound (18.1 g): LCMS (M+H) 262.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952149B2
Source datasetuspto-grants-2015_02
ORD IDord-dd18e556e3654a27a935d9df282859e7
Source noteuspto-grants-2015_02