Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2-Bromoethoxy)-tert-butyldimethylsilane | HCID 3608067 | — |
| Reactant | HCID 68717459 | HCID 68717459 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68717541 | HCID 68717541 | 81.6% |
Reaction Steps
462 mg (corresponding to 1.52 mmol) of 6-bromo-2-(4′-hydroxyphenyl)-7-methylimidazo[1,2-a]pyridine was dissolved in 10 mL of dimethylformamide, and 630 mg (corresponding to 4.56 mmol) of potassium carbonate was added thereto. Then, 400 mg (corresponding to 1.67 mmol) of 1-bromo-2-(t-butyldimethylsiloxy)ethane was added thereto. After the reaction mixture was stirred at room temperature for 4 days, a saturated aqueous sodium chloride solution was added, and extracted three times with ethyl acetate. The combined ethyl acetate layers were dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate) to obtain 571 mg (corresponding to 1.24 mmol) of 6-bromo-2-[4′-(2″-t-butyldimethylsiloxyethoxy)phenyl]-7-methylimidazo[1,2-a]pyridine (FIG. 9, Step 4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08399672B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-9a662c1df3fb46a79aa7efc53fc4ab32 |
|---|
| Source note | uspto-grants-2013_03 |
|---|