HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,3-Difluoropyrrolidine hydrochloride → HCID 59583481, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,3-Difluoropyrrolidine hydrochloride | HCID 24903482 | — |
| Reactant | 1-{2-(2-Bromo-ethoxy)-5-chloro-3-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-6-methyl-phenyl}-ethanone | HCID 59583523 | — |
| Product | HCID 59583481 | HCID 59583481 | 54% |
Reaction Steps
Example 8a (83 mg, 0.17 mmol) was reacted with 3,3-difluoropyrrolidine hydrochloride (2.5 eq.) as described under General Procedure K and the crude mixture was purified by flash chromatography (silica gel, hexane/Et2O 70:30) to afford the title compound as a pale yellow oil (47 mg, 54%). 1H NMR (300 MHz, CDCl3) δ 7.20-7.15 (m, 2H), 7.01-6.95 (m, 2H), 4.03 (t, J=5.6 Hz, 2H), 3.95 (dt, J=2.1, 6.8 Hz, 2H), 3.83 (s, 3H), 2.97 (m, 1H), 2.95 (t, J=13.4 Hz, 2H), 2.79-2.71 (m, 4H), 2.49 (s, 3H), 2.33-2.21 (m, 2H), 2.18 (s, 3H), 2.06-1.98 (m, 2H), 1.30 (d, J=6.9 Hz, 3H). MS (ES+) m/z 514.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202513B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-ddba689e68ed48ccb24be7d08f69eb91 |
| Source note | uspto-grants-2012_06 |