HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 67377025, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 67327021 | HCID 67327021 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67377025 | HCID 67377025 | 90.4% |
Reaction Steps
To a DMF (50 mL) solution of 6-(4-bromo-2-chloro-6-methylphenoxy)pyridin-3-ol (5.00 g) were added imidazole (1.41 g) and TBDMSCl (2.87 g) at room temperature. After stirring at room temperature for 5 hours, to the reaction mixture was added saturated aqueous NaHCO3, and extracted with AcOEt. The organic layer was washed with water, saturated aqueous NaCl, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=9/1 to 2/1) to give 2-(4-bromo-2-chloro-6-methylphenoxy)-5-{[tert-butyl(dimethyl)silyl]oxy}pyridine as a colorless oil (6.16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722663B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-e0e5d59484ee40dcb3c36aef3b33f4ef |
| Source note | uspto-grants-2014_05 |