HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Fluoro-2-methylphenyl)boronic acid → 7-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Fluoro-2-methylphenyl)boronic acid | HCID 2734665 | — |
| Reactant | 5-Bromo-7-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-1-(2,6-dichlorophenyl)quinolin-2(1h)-one | HCID 22648193 | — |
| Product | 7-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one | HCID 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-2-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), 2.384 (s, 3H), 2.865 (bs, 4H), 3.497 (m, 2H), 6.451 (s, 1H), 6.685 (d, J=8.5 Hz, 1H), 7.190 (m, 2H), 7.265 (m, 1H), 7.332 (d, J=8.2 Hz, 1H), 7.618 (t, J=8.2H, 1H), 7.720 (m, 2H), 7.962 (d, J=10.7 Hz, 1H. Mass spectrum (ESI): 537.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809199B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-3ccd1de6f76f402bb192785ee7883afa |
| Source note | uspto-grants-2004_10 |