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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84893Generated: October 25, 2026

Water → (R)-2-(3-bromo-4-cyanophenylamino)-3-(thiophen-2-yl)propanamide

https://huagongshe.com/reaction/84893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Bromo-4-fluorobenzonitrileHCID 118939—
Reactant(R)-2-amino-3-(thiophen-2-yl)propanamideHCID 67508269—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product(R)-2-(3-bromo-4-cyanophenylamino)-3-(thiophen-2-yl)propanamideHCID 6750815518.3%

Reaction Steps

A solution of 2-bromo-4-fluorobenzonitrile (120 mg, 0.600 mmol), (R)-2-amino-3-(thiophen-2-yl)propanamide (93 mg, 0.547 mmol) and DIEA (0.200 mL, 1.15 mmol) in DMSO (3 mL) was stirred at 120 C for 4 d. 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 0-80% EtOAc in hexane to give (R)-2-(3-bromo-4-cyanophenylamino)-3-(thiophen-2-yl)propanamide (35 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846928B2
Source datasetuspto-grants-2014_09
ORD IDord-a84a8b96db9e4390b0eab2dd9c528572
Source noteuspto-grants-2014_09