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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901284Generated: October 30, 2026

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

https://huagongshe.com/reaction/901284

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluorobenzyl bromideHCID 68007—
Reactant6-Fluoro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 69215749—
Product6-Fluoro-1-(3-fluorobenzyl)-2-oxo-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 69217433—

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 3-fluorobenzyl bromide according to General Procedure B. Yield 297 mg (38%), MP 211° C.; 1H-NMR (DMSO-d6): δ 3.72 (m, 4H), 3.95 (m, 4H), 5.52 (s, 2H), 6.67 (dd, J=1.6, 3.6, Hz, 1H), 7.06-7.10 (m, 4H), 7.33 (m, 1H), 7.89 (d, J=1.6 Hz, 1H), 8.18 (dd, J=2.8, 9.2 Hz, 1H), 8.78 (d, J=2.8 Hz, 1H); EIMS: 476 (M+1). Anal. (C25H19F2N5O3) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361760B2
Source datasetuspto-grants-2008_04
ORD IDord-a8236469b47b4956a5c8161e4f243398
Source noteuspto-grants-2008_04