Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 68717541 | HCID 68717541 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68719801 | HCID 68719801 | 74.4% |
Reaction Steps
571 mg (corresponding to 1.24 mmol) of 6-bromo-2-[4′-(2″-t-butyldimethylsiloxyethoxy)phenyl]-7-methylimidazo[1,2-a]pyridine was dissolved in 3.0 mL of tetrahydrofuran, and 1.24 mL of a 1.0 mol/L solution in tetrahydrofuran of tetrabutylammoniumfluoride was added thereto. After the reaction mixture was stirred at room temperature for 20 minutes, an aqueous ammonium 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 washed with water and ethyl acetate, to obtain 320 mg (corresponding to 0.922 mmol) of 6-bromo-2-[4′-(2″-hydroxyethoxy)phenyl]-7-methylimidazo[1,2-a]pyridine (FIG. 9, Step 5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399672B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-26a8a9c7315248d0a12ca3b7a1b07fa5 |
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| Source note | uspto-grants-2013_03 |
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