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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901281Generated: October 29, 2026

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

https://huagongshe.com/reaction/901281

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluorobenzyl bromideHCID 68007—
Reactant6-Fluoro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 69216216—
Product6-Fluoro-1-(3-fluorobenzyl)-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 59699686—

Reaction Steps

This compound was prepared from 6-fluoro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (98) and 3-fluorobenzyl bromide according to General Procedure B. Yield 428 mg (56%), MP 137° C.; 1H-NMR (DMSO-d6): δ 3.73 (m, 4H), 3.93 (m, 4H), 5.52 (s, 2H), 7.06-7.10 (m, 3H), 7.16 (dd, J=3.6, 4.8 Hz, 1H), 7.33 (m, 1H), 7.50 (d, J=3.6 Hz, 1H), 7.80 (dd, J=1.2, 5.2 Hz, 1H), 8.17 (dd, J=2.8, 9.2 Hz, 1H), 8.77 (d, J=2.8 Hz, 1H); EIMS: 492 (M+1). Anal (C25H19F2N5O2S) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361760B2
Source datasetuspto-grants-2008_04
ORD IDord-4aa7a5e4205d40a4967108889a0aef41
Source noteuspto-grants-2008_04