Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 44207663 | HCID 44207663 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59540833 | HCID 59540833 | 22.8% |
Reaction Steps
A solution of (2-methyl-pyrrolidin-2-yl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone (8 mg, 0.02 mmol) in anhydrous dichloromethane (0.3 ml) was cooled to 0° C. and treated with acetic anhydride (2 mg, 0.02 mmol). The reaction mixture was stirred for 1 hour and then allowed to warm to room temperature and stir for 3 hours. The reaction mixture was partitioned between EtOAc/saturated aqueous NaHCO3. The organic layers were collected, dried over MgSO4, filtered, and concentrated giving a brownish oil. The residue was purified by preparative thin layer chromatography using 50% EtOAc in hexanes as eluant to provide 2 mg (17%) of 1-{2-methyl-2-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbonyl]-pyrrolidin-1-yl}-ethanone as a light yellow solid. M+H=439.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08008298B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-9c957d4fbb924e4392d17dea23070f6f |
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| Source note | uspto-grants-2011_08 |
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