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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786385Generated: October 31, 2026

Trifluoroacetic acid → 3-Nitro-5,6,7,8-tetrahydro-1,6-naphthyridine

https://huagongshe.com/reaction/1786385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 3-nitro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylateHCID 10934795—
SolventDichloromethaneHCID 6344—
Product3-Nitro-5,6,7,8-tetrahydro-1,6-naphthyridineHCID 14297064—

Reaction Steps

To the solution of 3-nitro-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid tert-butyl ester (6.14 g, 22 mmol) in CH2Cl2 (60 mL) was added TFA (7 mL). The reaction was stirred for 18 h at RT. After evaporation of the solvent, the residue was taken into water and neutralized with saturated NaHCO3 aqueous solution. The solid was filtered and washed with cold water and dried. The solid was recrystallized from CH3CN to give desired title compound as pale white solid. MS (ES+): 180.1 (M+H)+. Calc'd for C8H9N3O2—179.07.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507748B2
Source datasetuspto-grants-2009_03
ORD IDord-d140c817e35a433bb21d20b8a21b70a3
Source noteuspto-grants-2009_03