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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84852Generated: October 27, 2026

Water → (R)-2-(5-bromo-4-cyano-2-fluorophenylamino)-3-methoxypropanamide

https://huagongshe.com/reaction/84852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Bromo-4,5-difluorobenzonitrileHCID 19261277—
Reactant(R)-2-amino-3-methoxypropanamide hydrochlorideHCID 86666156—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product(R)-2-(5-bromo-4-cyano-2-fluorophenylamino)-3-methoxypropanamideHCID 6750886921.4%

Reaction Steps

A solution of 2-bromo-4,5-difluorobenzonitrile (168 mg, 0.770 mmol), (R)-2-amino-3-methoxypropanamide hydrochloride (120 mg, 0.776 mmol) and DIEA (0.500 mL, 2.87 mmol) in DMSO (3 mL) was stirred at 120 C for 18 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, which was eluted with 0-70% EtOAc in hexane to give (R)-2-(5-bromo-4-cyano-2-fluorophenylamino)-3-methoxypropanamide (52 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846928B2
Source datasetuspto-grants-2014_09
ORD IDord-23dd50fad26047ad9ff9f271e7b546e0
Source noteuspto-grants-2014_09