Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 178456584 | HCID 178456584 | — |
| Product | HCID 178456585 | HCID 178456585 | — |
Reaction Steps
Compound 62 (50 mg, 0.119 mmol) obtained in Example 62 was dissolved in methylene chloride (500 μL), to the solution were added acetic anhydride (11 μL, 0.119 mmol, 1.0 equivalent) and pyridine (10 μL, 0.120 mmol, 1.0 equivalent), and the mixture was stirred at room temperature for 1.5 hours. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform:methanol=100:0 to 98:2) to obtain the title compound in the free form (50 mg). The free compound was converted into hydrochloride with a 4 mol/L solution of hydrogen chloride in dioxane and the product was recrystallized from ethanol to obtain the title compound (51 mg, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07005430B2 |
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| Source dataset | uspto-grants-2006_02 |
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| ORD ID | ord-42cac8a6c97d4160b84ef6b157b499f0 |
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| Source note | uspto-grants-2006_02 |
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