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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84878Generated: October 25, 2026

Water → (R)-2-(3-bromo-4-cyanophenylamino)-3-(1H-indol-3-yl)propanamide

https://huagongshe.com/reaction/84878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Bromo-4-fluorobenzonitrileHCID 118939—
ReactantD-tryptophanamideHCID 688582—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product(R)-2-(3-bromo-4-cyanophenylamino)-3-(1H-indol-3-yl)propanamideHCID 6751487731.3%

Reaction Steps

A solution of 2-bromo-4-fluorobenzonitrile (160 mg, 0.800 mmol), (R)-2-amino-3-(1H-indol-3-yl)propanamide (164 mg, 0.807 mmol) and DIEA (0.300 mL, 1.72 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 0-80% EtOAc in hexane to give (R)-2-(3-bromo-4-cyanophenylamino)-3-(1H-indol-3-yl)propanamide (96 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846928B2
Source datasetuspto-grants-2014_09
ORD IDord-f6dd40fcc41b4bd491314c2b0ffc951d
Source noteuspto-grants-2014_09