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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901285Generated: October 29, 2026

Phenacyl bromide → 6-Fluoro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile

https://huagongshe.com/reaction/901285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenacyl bromideHCID 6259—
Reactant6-Fluoro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 69215749—
Product6-Fluoro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 69217261—

Reaction Steps

This compound was prepared from 6-fluoro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (99) and 2-bromoacetophenone according to General Procedure B. Yield 242 mg (31%), MP 293° C.; 1H-NMR (DMSO-d6): δ 3.79 (m, 4H), 3.98 (m, 4H), 5.87 (s, 2H), 6.67 (dd, J=1.6, 3.2 Hz, 1H), 7.10 (d, J=3.6 Hz, 1H) 7.59 (m, 2H), 7.73 (m, 1H), 7.90 (d, J=1.6 Hz, 1H), 8.12 (m, 2H), 8.21 (dd, J=2.8, 9.2 Hz, 1H), 8.70 (d, J=2.8 Hz, 1H); EIMS: 486 (M+1). Anal. (C26H20FN5O4) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361760B2
Source datasetuspto-grants-2008_04
ORD IDord-469c421dd00847bc95dcec727c1eba06
Source noteuspto-grants-2008_04