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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167719Generated: November 2, 2026

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

https://huagongshe.com/reaction/2167719

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 89619019—

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 Int-11 (50 g) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045478B2
Source datasetuspto-grants-2015_06
ORD IDord-b59fb43a815e42ea852b051a28f0ede3
Source noteuspto-grants-2015_06