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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901290Generated: October 29, 2026

3-Fluorobenzyl bromide → 6-Chloro-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/901290

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluorobenzyl bromideHCID 68007—
Reactant6-Chloro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 69215766—
Product6-Chloro-1-(3-fluorobenzyl)-2-oxo-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 59699609—

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 3-fluorobenzyl bromide according to General Procedure B. Yield 113 mg (15%), MP 134° C.; 1H-NMR (DMSO-d6): δ 3.75 (m, 4H), 3.95 (m, 4H), 5.51 (s, 2H), 6.66 (dd, J=1.6, 3.2, Hz, 1H), 7.06-7.10 (m, 4H), 7.33 (m, 1H), 7.89 (d, J=2.0 Hz, 1H), 8.33 (dd, J=2.4 Hz, 1H), 8.75 (d, J=2.4 Hz, 1H); EIMS: 492 (M+1). Anal. (C25H19ClFN5O3) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361760B2
Source datasetuspto-grants-2008_04
ORD IDord-323c6728473d456ca795aee31b1e4769
Source noteuspto-grants-2008_04