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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394134Generated: October 25, 2026

(4-Fluoro-3-methylphenyl)boronic acid → 7-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one

https://huagongshe.com/reaction/394134

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Fluoro-3-methylphenyl)boronic acidHCID 2774580—
Reactant5-Bromo-7-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-1-(2,6-dichlorophenyl)quinolin-2(1h)-oneHCID 22648193—
Product7-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-oneHCID 22648127—

Reaction Steps

The title compound was prepared from 5-bromo-7-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-1-(2,6-dichlorophenyl)quinolin-2(1H)-one (INTERMEDIATE ABA5) and using 4-fluoro-3-methylphenylboronic acid as described in EXAMPLE ABA11. 1H NMR (CD3OD, 500 MHz): δ 1.252 (s, 9H), 1.734 (bs, 2H), 1.955 (bs, 2H), 2.084 (s, 3H), 2.665 (bs, 4H), 3.307 (m, 1H), 3.394 (bs, 2H), 6.471 (s, 1H), 6.650 (d, J=9.9 Hz, 1H), 7.064 (t, J=5.7 Hz, 1H), 7.123 (s, 1H), 7.146 (dd, J=2.7, 9.9 Hz, 1H), 7.243 (dd, J=5.7, 8.5 Hz, 1H), 7.570 (d, J=9.9 Hz, 1H), 7.616 (t, J=8.5 Hz, 1H), 7.737 (m, 2H). Mass spectrum (ESI): 537.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809199B2
Source datasetuspto-grants-2004_10
ORD IDord-75cd63c6e986427da54a9c1538ea587d
Source noteuspto-grants-2004_10