HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 59507374, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Fluoro-4-(methoxycarbonyl)benzeneboronic acid | HCID 2782818 | — |
| Reactant | HCID 67545637 | HCID 67545637 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59507374 | HCID 59507374 | — |
Reaction Steps
A mixture of 5-[2-(4-bromo-2-chloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1,3-dimethyl-1,3-dihydro-benzoimidazol-2-one (40 mg), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) (7 mg), Cs2CO3 (82 mg) and 3-fluoro-4-methoxycarbonylphenylboronic acid (CAS Reg. No. 505083-04-5, 33 mg) in dioxane (2 ml) was heated at 80° C. for 20 min in a sealed tube. 1N aqueous LiOH solution (1 ml) was added and stirred for 20 min at room temperature. The mixture was acidified with HCOOH and then purified by prep. HPLC (C18-column, solvent gradient 30-98% CH3CN in 0.1% HCOOH[aq]) to give the title compound (32 mg) as a yellow solid. MS (m/e)=537.2[M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268820B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-70d87675e9544c68b8f935694957442d |
| Source note | uspto-grants-2012_09 |