HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 7-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3-(Trifluoromethyl)phenylboronic acid | HCID 2734388 | — |
| 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-trifluoromethylphenylboronic acid as described in EXAMPLE ABA11. 1H NMR (CD3OD, 500 MHz) TFA salt: δ 1.358 (s, 9H), 1.780 (q, J=10.5, 12.8 Hz, 2H), 2.062 (d, J=15.6 Hz, 2H), 2.702 (m, 1H), 3.004 (t, J=13.0 Hz, 2H), 3.612 (d, J=13.0 Hz, 2H), 6.460 (s, 1H), 6.682 (d, J=10.2 Hz, 1H), 7.204 (s, 1H), 7.565 (t, J=8.8 Hz, 1H) 7.672-7.742 (m, 5H), 7.778 (m, 1H), 7.844 (d, J=10.2 Hz, 1H). Mass spectrum (ESI): 573.5 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809199B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-40e4b3067d8845c0844538a816fc3a8a |
| Source note | uspto-grants-2004_10 |