HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 67252345, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 67254928 | HCID 67254928 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67252345 | HCID 67252345 | 67% |
Reaction Steps
A mixture of Example A8 (0.263 g, 1.0 mmol), imidazole (0.0749 g, 1.1 mmol) and TBSCl (0.181 g, 1.2 mmol) in DMF (10 mL) was stirred at RT overnight. Solvent was removed under reduced pressure. The residue was quenched with H2O (10 mL) and the pH was adjusted to ˜8 by using NaHCO3. The aqueous solution was extracted with EtOAc (3×20 mL) and the combined organic layers were dried (MgSO4), concentrated in vacuo and purified by chromatography to afford 4-(4-amino-3-fluorophenoxy)-N-(2-(tert-butyldimethylsilyloxy)ethyl)pyridin-2-amine (0.252 g, 67% yield) as a light yellow oil. MS (ESI) m/z: 378.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586565B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-c566df1c1141433bb73ed14eab86f42f |
| Source note | uspto-grants-2013_11 |