HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 4-(tert-Butyldimethylsilyloxymethyl)-1-(3,4,5-trimethoxyphenyl)imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3,4,5-Trimethoxybenzeneboronic acid | HCID 2734390 | — |
| Reactant | HCID 178455170 | HCID 178455170 | — |
| Catalyst | HCID 178476681 | HCID 178476681 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(tert-Butyldimethylsilyloxymethyl)-1-(3,4,5-trimethoxyphenyl)imidazole | HCID 18408538 | — |
Reaction Steps
3,4,5-Trimethoxyphenylboronic acid (1.56 g) and 4-(tert-butyldimethylsilyloxymethyl)imidazole (1.26 g) were dissolved in dichloromethane (10 mL), and to the solution pyridine (562 mg) was added. Bisacetoxycopper (1.29 g) was then added to the mixture, and the mixture was stirred overnight at room temperature under an argon atmosphere. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (chloroform:methanol=50:1) to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06472386B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-a4f82d4826da4af3bac4a796656eee5b |
| Source note | uspto-grants-2002_10 |