HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 3-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (2-Chloropyridin-3-yl)methanol | HCID 2763647 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloropyridine | HCID 18368111 | 85.5% |
Reaction Steps
To a solution of 2-chloro-3-pyridylmethanol (2.07 g) in 100 mL CH2Cl2 was added imidazole (1.96 g). TBDMSCl (2.39 g) was added in one portion, and the reaction was stirred at room temperature for 23 h, then filtered through a fritted funnel The liquid filtrate was concentrated and purified via flash chromatography to give 3.18 g of 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloropyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148535B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-9f811164215d47569c064d224fc3e95b |
| Source note | uspto-grants-2012_04 |