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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901288Generated: October 26, 2026

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

https://huagongshe.com/reaction/901288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenacyl bromideHCID 6259—
Reactant6-Chloro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 69218376—
Product6-Chloro-2-oxo-1-(2-oxo-2-phenyl-ethyl)-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrileHCID 11306907—

Reaction Steps

This compound was prepared from 6-chloro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (100) and 2-bromoacetophenone according to General Procedure B. Yield 117 mg (23%), MP 316° C.; 1H-NMR (DMSO-d6): δ 3.81 (m, 4H), 3.94 (m, 4H), 5.86 (s, 2H), 7.17 (dd, J=3.6, 5.2 Hz, 1H), 7.51 (dd, J=1.2, 3.6 Hz, 1H), 7.61 (m, 2H), 7.73 (m, 1H), 7.81 (dd, J=1.2, 5.2 Hz, 1H), 8.12 (m, 2H), 8.36 (dd, J=2.4 Hz, 1H), 8.67 (d, J=2.4 Hz, 1H); EIMS: 518 (M+1). Anal. (C26H20ClN5O3S) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361760B2
Source datasetuspto-grants-2008_04
ORD IDord-8ae410c7cb1947e7832e285c8c019312
Source noteuspto-grants-2008_04