HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluorophenylboronic acid → 7-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| 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 3-fluorophenylboronic acid as described in EXAMPLE ABA11. 1H NMR (CD3OD, 500 MHz): δ 1.272 (s, 9H), 1.700 (bs, 2H), 1.742 (bs, 2H), 2.520-2.818 (bs, 3H), 3.379 (bs, 2H), 6.478 (s, 1H), 6.710 (d, J=10.0 Hz, 1H), 7.228 (s, 1H), 7.264 (m, 1H), 7.420 (m, 2H), 7.618 (t, J=7.6 Hz, 1H), 7.722 (m, 2H), 7.975 (d, J=10.0 Hz, 1H). Mass spectrum (ESI): 541.5 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809199B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-10f08b1e515549acb3679b2b4ada50ae |
| Source note | uspto-grants-2004_10 |