HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Methanesulfonyl)phenylboronic acid → 2-[2-(3-Fluoro-4'-methanesulfonyl-biphenyl-4-yl)-5-methyl-oxazol-4-yl]-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Methanesulfonyl)phenylboronic acid | HCID 2734364 | — |
| Reactant | 4-(2-Benzyloxy-ethyl)-2-(4-bromo-2-fluoro-phenyl)-5-methyl-oxazole | HCID 58951411 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[2-(3-Fluoro-4'-methanesulfonyl-biphenyl-4-yl)-5-methyl-oxazol-4-yl]-ethanol | HCID 58951405 | — |
Reaction Steps
Using 4-(2-benzyloxy-ethyl)-2-(4-bromo-2-fluoro-phenyl)-5-methyl-oxazole (see Intermediate 37) and 4-methylsulfonylphenylboronic acid, follow a procedure in substantial accordance with that found in Example 4. Take this product and hydrogenate using 20% palladium hydroxide on carbon in tetrahydrofuran for 36 hours at 40° C. and 60 psi. After this time, filter the reaction and concentrate in vacuo. Purify via radial chromatography eluting with methanol and dichloromethane. MS (m/e): 376.2 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666871B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-26e14d612a1549ca9e9edf27ed6c8483 |
| Source note | uspto-grants-2010_02 |