Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | HCID 23147227 | HCID 23147227 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69022853 | HCID 69022853 | 89.5% |
Reaction Steps
Methyl 3,5-bis(methoxymethoxy)-2-{5-[N-(3-morpholinopropyl)aminomethyl]furan-2-yl}phenylacetate (46 mg, 0.094 mmol) obtained in Example 247 was dissolved in dichloromethane (1.0 mL), and dimethylaminopyridine (20 mg, 0.16 mmol) and acetic anhydride (0.1 mL, 1.1 mmol) were added thereto and stirred for 20 hours. Chloroform was added to the reaction solution for liquid-liquid separation. The organic layer was washed with 2 mol/L hydrochloric acid, aqueous saturated carbonic acid solution and aqueous saturated sodium chloride solution in order, then dried over anhydrous sodium sulfate, and the solvent was evaporated away under reduced pressure. The resulting residue was purified through preparative thin-layer chromatography (methanol/chloroform=1/9) to obtain methyl 2-{5-[N-acetyl-N-(3-morpholinopropyl)aminomethyl]furan-2-yl}-3,5-bis(methoxymethoxy)phenylacetate (45 mg, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07538241B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-484c05ff647040f29e7ac258f33cd30a |
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| Source note | uspto-grants-2009_05 |
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