HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 178495763, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | N-(5-bromo-1,3-thiazol-2-yl)adamantane-1-carboxamide | HCID 49760640 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | tetrahydrofuran N,N-dimethylformamide | HCID 21974620 | — |
| Product | HCID 178495763 | HCID 178495763 | — |
Reaction Steps
A solution of Example 131A (2.55 g, 7.43 mmol), 1-bromo-2-methoxyethane (0.77 mL, 8.15 mmol) and sodium hydride (60%) (386 mg, 9.66 mmol) in tetrahydrofuran/N,N-dimethylformamide (2:1) (60 mL) was heated at 75° C. for 12 hours. The mixture was cooled to ambient temperature, diluted with water, and extracted with dichloromethane. The organic extract was dried (Na2SO4), filtered and concentrated. Purification by chromatography (silica gel, 100% dichloromethane) afforded the title compound. MS (ESI) m/z 399 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07875639B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-3cf82a9863b64840a797ee1fa474185d |
| Source note | uspto-grants-2011_01 |