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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901259Generated: October 26, 2026

1-(Thien-2-ylcarbonyl)piperazine → 6-Fluoro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic Acid Ethyl Ester

https://huagongshe.com/reaction/901259

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Thien-2-ylcarbonyl)piperazineHCID 797562—
Reactant4-Chloro-6-fluoro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic Acid Ethyl EsterHCID 69218908—
Product6-Fluoro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic Acid Ethyl EsterHCID 69217158—

Reaction Steps

This compound was prepared from 4-chloro-6-fluoro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic acid ethyl ester (78) and piperazine-1-yl-thiophene-2-yl-methanone according to general procedure E. Yield 3.16 g (66%), MP 124-133° C.; 1H-NMR (DMSO-d6): δ 1.26 (t, J=7.2 Hz, 3H), 3.11 (m, 4H), 3.88 (m, 4H), 4.28 (q, J=7.2 Hz, 2H), 7.15 (dd, J=3.6, 4.8 Hz, 1H), 7.45 (dd, J=1.2, 3.6 Hz, 1H), 7.79 (dd, J=1.2, 4.8 Hz, 1H), 8.05 (dd, J=2.8, 8.0 Hz, 1H), 8.63 (d, J=2.8 Hz, 1H) 12.40 (s, 1H); EIMS: 431 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361760B2
Source datasetuspto-grants-2008_04
ORD IDord-37a1f490d8a14f33af380c524b9f85dd
Source noteuspto-grants-2008_04