HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 131734200, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (2-Bromoethoxy)-tert-butyldimethylsilane | HCID 3608067 | — |
| Reactant | HCID 178434225 | HCID 178434225 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131734200 | HCID 131734200 | 14.1% |
Reaction Steps
To a solution of 5-bromo-3-methyl-1H-indazole (2.0 g) in N,N-dimethylformamide (20 ml) were added (2-bromoethoxy)(tert-butyl)dimethylsilane (2.5 g) and 60% sodium hydride (682 mg) at 0° C., and the mixture was stirred at room temperature for 3 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (492 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199963B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-b9f2358c38c249a2a2369c27f39ea1c1 |
| Source note | uspto-grants-2015_12 |