HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,3-Diphenylpyrrolidine → 3-(2-chloro-4-fluorophenyl)-1-[2-(5-fluoro-1,3-dihydro-2H-isoindol-2-yl)-2-oxoethyl]pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,3-Diphenylpyrrolidine | HCID 418242 | — |
| Reactant | 5-Fluoro-2,3-dihydro-1H-isoindole | HCID 14795869 | — |
| Reactant | 2-(3,3-Bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acid | HCID 67359111 | — |
| Reactant | 2-(3-(2-Chloro-4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acid | HCID 67360408 | — |
| Product | 3-(2-chloro-4-fluorophenyl)-1-[2-(5-fluoro-1,3-dihydro-2H-isoindol-2-yl)-2-oxoethyl]pyrrolidin-2-one | HCID 45274508 | — |
Reaction Steps
The title compound was prepared using the procedure described in Example 172 substituting 2-(3-(2-chloro-4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acid from Example 268A for 2-(3,3-bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acid and 5-fluoroisoindoline for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.36 (dd, J=6.0, 8.7, 1H), 7.28-7.17 (m, 1H), 7.17-7.12 (m, 1H), 7.09-6.91 (m, 3H), 4.84 (dd, J=8.5, 17.8, 4H), 4.34 (d, J=8.0, 1H), 4.24-4.07 (m, 2H), 3.77-3.56 (m, 2H), 2.76-2.55 (m, 1H), 2.03 (ddd, J=8.6, 12.8, 16.4, 1H); MS (DCI) m/z 391.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044069B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-54654be3af494704b8308b33d378c7f6 |
| Source note | uspto-grants-2011_10 |