HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → {5-[2-Chloro-4-(ethylsulfonyl)phenoxy]biphenyl-3-yl}acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | {3-Bromo-5-[2-chloro-4-(ethylsulfonyl)phenoxy]phenyl}acetic acid | HCID 57791934 | — |
| Catalyst | bis(diphenylphosphino)ferrocene palladium(II) | HCID 178506420 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | {5-[2-Chloro-4-(ethylsulfonyl)phenoxy]biphenyl-3-yl}acetic acid | HCID 57791961 | 51.4% |
Reaction Steps
The product from example 55 step (vi) (0.45 g), phenyl boronic acid (0.190 g), sodium carbonate (0.44 g) and bisdiphenylphosphinoferrocene palladium (II) (0.04 g) in dry dioxane (20 ml) were heated to 80° C. for 20 h. Mixture diluted with 2M HCl, extracted with ethyl acetate, dried (MgSO4) and evaporated under reduced pressure to an oil, which was purified by RPHPLC to give a cream solid (0.23 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148572B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-4262f872e4b94e8fa0d6b1204d141ddf |
| Source note | uspto-grants-2012_04 |