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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218871Generated: October 28, 2026

O-ethylhydroxylamine hydrochloride → N-Ethoxy-3-[(4-iodo-2-methylphenyl)amino]isonicotinamide

https://huagongshe.com/reaction/218871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ethylhydroxylamine hydrochlorideHCID 76850—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-[(2-Methyl-4-iodophenyl)amino]isonicotinic acidHCID 57649617—
SolventDimethylformamideHCID 6228—
ProductN-Ethoxy-3-[(4-iodo-2-methylphenyl)amino]isonicotinamideHCID 5764963153%

Reaction Steps

3-[(4-iodo-2-methylphenyl)amino]isonicotinic acid 2c (60 mg, 0.17 mmol) was dissolved in 6 ml dry DMF followed by the addition of DIPEA (0.20 mmol, 37 μl), ByBOP (0.20 mmol, 107 mg) and O-ethylhydroxylamine hydrochloride (0.34 mmol, 34 mg). The mixture was stirred for 4 h and the volatiles were removed in vacuo. The crude material was purified by preparative reversed phase HPLC to give 36 mg (91 μmol; 53% yield) of pure desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198457B2
Source datasetuspto-grants-2012_06
ORD IDord-d5d5bac241484d5980a903370d322cd1
Source noteuspto-grants-2012_06