HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(2-Bromo-4-methylsulfonylphenoxy)-2,4-difluorobenzene → US10023592, Example 120
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(2-Bromo-4-methylsulfonylphenoxy)-2,4-difluorobenzene | HCID 118022172 | — |
| Reactant | 3-Fluoro-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one | HCID 123823790 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Bicarbonate Ion | HCID 769 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | US10023592, Example 120 | HCID 118021856 | 46% |
Reaction Steps
The title compound of Example 119, step 2 (40 mg, 0.16 mmol), 1-(2-bromo-4-methylsulfonylphenoxy)-2,4-difluorobenzene (58 mg, 0.16 mmol) and Pd(dppf)Cl2 (12 mg, 10%) in 1,4-dioxane (880 μL) and saturated bicarbonate solution (aq) (220 μL) were reacted, worked up and purified in a manner similar to Example 117. The title compound (26 mg, 46%) was obtained as a tan solid. 1H NMR (400 MHz, DMSO-d6) δ 3.25 (s, 3H) 3.60 (s, 3H) 6.91-6.99 (m, 1H) 7.16-7.30 (m, 1H) 7.49-7.62 (m, 2H) 7.76-7.86 (m, 2H) 8.00 (m, 2H) LCMS (M+H)+=410.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034900B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-b36d178eee754a7dbdfbb347ecf5e0ea |
| Source note | uspto-grants-2015_05 |