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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926740Generated: October 31, 2026

O-(2,4-dinitrophenyl)hydroxylamine → 1-Amino-4-((tert-butoxycarbonyl)amino)-3-fluoropyridin-1-ium 2,4-dinitrophenolate

https://huagongshe.com/reaction/926740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-(2,4-dinitrophenyl)hydroxylamineHCID 87140—
Reactanttert-Butyl (3-fluoropyridin-4-yl)carbamateHCID 71748416—
SolventAcetonitrileHCID 6342—
Product1-Amino-4-((tert-butoxycarbonyl)amino)-3-fluoropyridin-1-ium 2,4-dinitrophenolateHCID 89619019194.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

A solution of tert-butyl (3-fluoropyridin-4-yl)carbamate (25.0 g, 125 mmol) in MeCN (200 ml), was added O-(2,4-dinitrophenyl)hydroxylamine (26.64 g, 125 mmol) in MeCN (200 ml), drop wise over 30 min at RT, reaction mass was stirred at 40° C. for 12 hrs, reaction mass was concentrated at temperature below 40° C. under reduced pressure to afford 50 g of title compound as gummy solid, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09289419B2
Source datasetuspto-grants-2016_03
ORD IDord-e31ff134ed4e4590aa83c87318a7248c
Source noteuspto-grants-2016_03