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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945457Generated: October 25, 2026

Methanol → 2-[2-(4-Bromo-phenoxy)-acetylamino]-isonicotinamide

https://huagongshe.com/reaction/1945457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-AminoisonicotinamideHCID 351653—
Reactant2-(4-Bromo-2-chlorophenoxy)acetic acidHCID 693157—
ReactantPyBOPHCID 2724699—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
Product2-[2-(4-Bromo-phenoxy)-acetylamino]-isonicotinamideHCID 5800134058.7%

Reaction Steps

To solution of (4-bromo-2-chloro-phenoxy)-acetic acid (100 mg, 0.37 mmol), 2-amino isonicotinamide (77.89 mg, 0.56 mmol) and DMAP (92.58 mg, 0.75 mmol) in DMF 5 ml was added PyBOP (394.3 mg, 0.75 mmol), and stirred room temperature. Reaction mixture was poured onto ice cold water, diluted by methanol/MC mixture (10%). The organic phase was separated, sequentially washed with aqueous sodium bicarbonate, brine and water, dried over anhydrous MgSO4, and concentrated. The residue was purified by PLC (EtoAC:Hexane:MeOH=3:6:1˜2:4:1) to afford 2-[2-(4-bromo-phenoxy)-acetylamino]-isonicotinamide as a colorless solid (0.076 g, 52% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-e421505c5c9042058fd3342e659c3a8c
Source noteuspto-grants-2013_03