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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394074Generated: October 29, 2026

2-Chlorophenylboronic acid → 5-(2-Chlorophenyl)-3,4-dihydro-7-methoxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinone

https://huagongshe.com/reaction/394074

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chlorophenylboronic acidHCID 2734322—
Reactant1-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-3,4-dihydro-7-methoxy-2(1H)-quinolinoneHCID 22648098—
Reactant5-Bromo-3,4-dihydro-7-methoxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinoneHCID 22648125—
Product5-(2-Chlorophenyl)-3,4-dihydro-7-methoxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinoneHCID 22648057—

Reaction Steps

5-(2-Chlorophenyl)-3,4-dihydro-7-methoxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinone was prepared from 5-bromo-3,4-dihydro-7-methoxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinone (INTERMEDIATE 16) and 2-chlorophenylboronic acid by a procedure analogous to that described in INTERMEDIATE 2. Mass spectrum (ESI) 436.3 (M+1). 1H NMR (500 MHz, CDCl3): 7.95 (m, 1H); 7.81 (d, J=19.0 Hz, 1H); 7.41 (m, 1H); 7.37 (d, J=8.0 Hz, 1H); 7.27 (m, 2H); 7.21 (m, 1H); 6.35 (s, 1H); 5.76 (s, 1H); 3.81 (s, 3H); 3.55 (s, 3H); 2.65 (m, 4H); 2.11 (d, J=11.5 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809199B2
Source datasetuspto-grants-2004_10
ORD IDord-c8c914f312ed4ee1a49d85d2f5226d4b
Source noteuspto-grants-2004_10