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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633930Generated: October 30, 2026

Trifluoroacetic acid → (2E)-3-[6-(Methoxycarbonyl)-7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylic acid

https://huagongshe.com/reaction/633930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantMethyl 6-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]-2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridine-3-carboxylateHCID 68338025—
SolventDichloromethaneHCID 6344—
Product(2E)-3-[6-(Methoxycarbonyl)-7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylic acidHCID 67154711107.8%

Reaction Steps

To a solution of methyl 6-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]-2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridine-3-carboxylate (115 mg, 0.346 mmol; which may be prepared as described in Step 3) in DCM (693 μL) at 0° C. under Argon was added TFA (693 μL). The reaction was allowed to come back to room temperature under stirring for 2 h and then concentrated under vacuo to give the title compound (103 mg, quantitative) as a brown solid. The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321769B2
Source datasetuspto-grants-2016_04
ORD IDord-c464c8ec100f4283960ed1d1e1e92d54
Source noteuspto-grants-2016_04