HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 25131428, compound → HCID 25131770, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 25131428 | HCID 25131428 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25131770 | HCID 25131770 | 48.3% |
Reaction Steps
To a solution of 1-(4-{4-[3-(4-fluoro-phenyl)-5-trifluoromethyl-isoxazol-4-yl]-imidazol-1-yl}-phenyl)-ethanone (50 mg, 0.12 mmol) in dry THF (2 mL) was added methylmagnesium bromide (3 M, 44 μL, 0.13 mmol) under nitrogen at room temperature and the resulting mixture stirred for 18 h, after which time methylmagnesium bromide (3 M, 40 μL, 0.12 mmol) was added and the resulting mixture stirred for 19 h. The mixture was then diluted with HCl (0.1 N) and then extracted with ethyl acetate. The combined organic extracts were then dried over sodium sulphate and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=1:3 to 0:100) afforded the title compound (25 mg, 48%) which was obtained as a white solid. MS: m/e=432.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851469B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-70a60ff793404d1fbbdd837cf973831c |
| Source note | uspto-grants-2010_12 |