HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2-(3-{3-[2-benzyl-7-(trifluoromethyl)-2H-indazol-3-yl]phenoxy}phenyl)-2-methylpropanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3-(2-Benzyl-7-trifluoromethyl-2H-indazol-3-yl)-phenol | HCID 11617595 | — |
| Reactant | Methyl 2-methyl-2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate | HCID 67021194 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(3-{3-[2-benzyl-7-(trifluoromethyl)-2H-indazol-3-yl]phenoxy}phenyl)-2-methylpropanoic acid methyl ester | HCID 67021397 | — |
Reaction Steps
3-(2-Benzyl-7-trifluoromethyl-2H-indazol-3-yl)-phenol (96 mg, 0.26 mmol), 2-methyl-2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester (80 mg, 0.26 mmol), Cu(OAc)2 (47 mg, 0.26 mmol) and pyridine (42 μL, 0.52 mmol) were dissolved in 3 ml anhydrous CH2Cl2 and stirred at room temperature with crushed molsieves (4 Å) overnight. The reaction mixture was diluted with 1 M HCl (aq.) and the product was extracted three times with CH2Cl2. The combined organic phases were dried, evaporated and the crude material was purified by preparative HPLC using a gradient with an acidic mobile phase on an ACE-C8 column to afford 8.4 mg of analytically pure product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592363B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-8ee571b4d47b4a52a27a4e0cb0805b36 |
| Source note | uspto-grants-2009_09 |