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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84807Generated: October 25, 2026

Ethyl Acetate → (R)-2-(3-bromo-4-cyanophenylamino)propanamide

https://huagongshe.com/reaction/84807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDimethylacetamideHCID 31374—
Reactant2-Bromo-4-fluorobenzonitrileHCID 118939—
Reactant(2R)-2-Aminopropanamide hydrochlorideHCID 2775814—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product(R)-2-(3-bromo-4-cyanophenylamino)propanamideHCID 6750979269%

Reaction Steps

A solution of 2-bromo-4-fluorobenzonitrile (200 mg, 1.00 mmol), D-alanine amide hydrochloride (148 mg, 1.19 mmol) and DMA (0.620 mL, 3.56 mmol) in DMSO (3 mL) was stirred at 100 C for 18 h. EtOAc and water were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted first with 30% EtOAc in hexane, then with 100% EtOAc to give (R)-2-(3-bromo-4-cyanophenylamino)propanamide (185 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846928B2
Source datasetuspto-grants-2014_09
ORD IDord-b944b628013f4510976ce132dfb416ca
Source noteuspto-grants-2014_09