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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901291Generated: October 30, 2026

Phenacyl bromide → 6-Chloro-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/901291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenacyl bromideHCID 6259—
Reactant6-Chloro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 69215766—
Product6-Chloro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 59699613—

Reaction Steps

This compound was prepared from 6-chloro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (101) and 2-bromoacetophenone according to General Procedure B. Yield 233 mg (31%), MP 328° C.; 1H-NMR (DMSO-d6): δ 3.81 (m, 4H), 3.97 (m, 4H), 5.86 (s, 2H), 6.66 (dd, J=1.6, 3.2 Hz, 1H), 7.10 (d, J=3.2 Hz, 1H) 7.59 (m, 2H), 7.73 (m, 1H), 7.90 (d, J=1.6 Hz, 1H), 8.14 (m, 2H), 8.37 (d, J=2.0 Hz, 1H), 8.67 (d, J=2.0 Hz, 1H); EIMS: 502 (M+1). Anal. (C26H20ClN5O4) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361760B2
Source datasetuspto-grants-2008_04
ORD IDord-4411f2f369ea45aeb884c780d2b0214c
Source noteuspto-grants-2008_04