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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193132Generated: November 2, 2026

2,6-Dimethoxybenzoyl chloride → (2,6-Dimethoxy-phenyl)-(8-quinoxalin-2-yl-3,8-diaza-bicyclo[4.2.0]oct-3-yl)-methanone

https://huagongshe.com/reaction/1193132

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Dimethoxybenzoyl chlorideHCID 74810—
Reactant[1,1'-Biphenyl]-2-carbonyl chlorideHCID 12563768—
Reactant2-(3,8-Diaza-bicyclo[4.2.0]oct-8-yl)-quinoxalineHCID 67116651—
Reactant(1R,6S)-2-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)quinoxalineHCID 68156918—
Product(2,6-Dimethoxy-phenyl)-(8-quinoxalin-2-yl-3,8-diaza-bicyclo[4.2.0]oct-3-yl)-methanoneHCID 67117118—

Reaction Steps

The title compound was prepared in a manner analogous to Example 5, substituting the trifluoro acetic acid salt of 2-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)-quinoxaline (Intermediate 2) for (1R,6S)-2-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)-quinoxaline and 2,6-dimethoxy benzoyl chloride for biphenyl-2-carbonyl chloride. MS (ESI) mass calcd. for C23H24N4O3, 404.46; m/z found, 405.3 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.25 (s, 0.25H), 7.98 (s, 0.75H), 7.90-7.80 (m, 1H), 7.60-7.47 (m, 1H), 7.44-7.30 (m, 2H), 7.23 (t, J=8.4, 0.25H), 7.13 (t, J=8.4, 0.75H), 6.58-6.44 (m, 1.25H), 6.03 (d, J=8.4, 0.75H), 4.90-4.56 (m, 1H), 4.32-3.84 (m, 3H), 3.81 (s, 6H), 3.78-3.56 (m, 1H), 3.50-3.30 (m, 1H), 3.17-2.91 (m, 1H), 2.41-1.53 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680275B2
Source datasetuspto-grants-2014_03
ORD IDord-a34de3f4a4324a0b8241d662518166bc
Source noteuspto-grants-2014_03