HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3,3-Difluoroazetidine hydrochloride → 1-[3-Chloro-6-[2-(3,3-difluoro-azetidin-1-yl)-ethoxy]-4-methoxy-2-methyl-5-(3-phenyl-propoxy)-phenyl]-ethanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3,3-Difluoroazetidine hydrochloride | HCID 2758247 | — |
| Edukt | 1-[2-(2-Bromo-ethoxy)-5-chloro-4-methoxy-6-methyl-3-(3-phenyl-propoxy)-phenyl]-ethanone | HCID 59583495 | — |
| Produkt | 1-[3-Chloro-6-[2-(3,3-difluoro-azetidin-1-yl)-ethoxy]-4-methoxy-2-methyl-5-(3-phenyl-propoxy)-phenyl]-ethanone | HCID 25254523 | 20% |
Reaktionsschritte
Example 34b (105 mg, 0.23 mmol) was reacted with 3,3-difluoroazetidine hydrochloride (2.0 eq.) as described under General Procedure J and the crude mixture was purified by flash chromatography (silica gel, hexane/Et2O 70:30) to afford the title compound (21 mg, 20%) as a light orange oil. 1H NMR (300 MHz, CDCl3) δ 7.33-7.20 (m, 5H), 4.07 (t, J=6.5 Hz, 2H), 4.01 (t, J=5.6 Hz, 2H), 3.88 (s, 3H), 3.63 (t, J=12.0 Hz, 4H), 2.85-2.80 (m, 4H), 2.51 (s, 3H), 2.20 (s, 3H), 2.12-2.06 (m, 2H). MS (ES+) m/z 468.2 (M+H+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08202513B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-7ee51dd1a4ea4c7f9489255f9ae7245c |
| Quellennotiz | uspto-grants-2012_06 |