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 | (3,5-Difluorophenyl)boronic acid | HCID 2734338 | — |
| 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 3,5-difluorophenylboronic acid as described in EXAMPLE ABA11. 1H NMR (CD3OD, 500 MHz) TFA salt: δ 1.416 (s, 9H), 1.827 (m, 2H), 2.119 (d, J=14.7 Hz, 2H), 2.948 (m, 1H), 3.063 (t, J=11.0 Hz, 2H), 3.675 (d, J=12.6 Hz, 2H), 6.497 (s, 1H), 6.747 (d, J=9.9 Hz, 1H). 7.122 (m, 3H), 7.249 (s, 1H), 7.619 (t, J=7.6 Hz, 1H), 7.728 (m, 2H), 7.987 (d, J=10.1 Hz, 1H). Mass spectrum (ES): 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-9361b32b69744728a7e2de1ab063d40c |
| Source note | uspto-grants-2004_10 |