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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84824Generated: October 26, 2026

Water → (R)-2-(3-bromo-4-cyanophenylamino)-3-cyclohexylpropanamide

https://huagongshe.com/reaction/84824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Bromo-4-fluorobenzonitrileHCID 118939—
Reactant(R)-2-amino-3-cyclohexylpropanamideHCID 445294—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product(R)-2-(3-bromo-4-cyanophenylamino)-3-cyclohexylpropanamideHCID 6750966763.4%

Reaction Steps

A solution of 2-bromo-4-fluorobenzonitrile (200 mg, 1.00 mmol), (R)-2-amino-3-cyclohexylpropanamide (280 mg, 1.64 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, washed with 1N HCl, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with 0-70% EtOAc in hexane to give (R)-2-(3-bromo-4-cyanophenylamino)-3-cyclohexylpropanamide (222 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846928B2
Source datasetuspto-grants-2014_09
ORD IDord-6ddd994d2a3144a28adac0cd99d653ec
Source noteuspto-grants-2014_09