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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887672Generated: October 30, 2026

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

https://huagongshe.com/reaction/887672

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 numberUS08247430B2
Source datasetuspto-grants-2012_08
ORD IDord-3061eb9e83f74aa99a9698f324ea0669
Source noteuspto-grants-2012_08