Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,2-Diethoxy-1-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one | HCID 44206708 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 49764315 | HCID 49764315 | — |
Reaction Steps
2,2-Diethoxy-1-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one (0.027 mg, 0.06 mM) was dissolved in 3 ml dichloromethane and 0.3 gm silica gel was added followed by 0.03 ml 10% aqueous citric acid solution. After stirring overnight 0.03 ml trifluoroacetic acid was added and stirred again overnight. To the orange mixture was added aqueous sodium bicarbonate, the mixture filtered and the silica gel rinsed with a methanol/dichloromethane mixture (20/80). The rinses were concentrate and the oil purified on a preparative thin layer chromatography plate eluting with methanol/dichloromethane (4/96). The product was dissolved in acetonitrile to induce crystallization, stripped and dried overnight at 2 torr in a vacuum oven at 60° C. to give 1-[2-(3,4,5-Trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propane-1,2-dione. (M+H)+=356.
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-4c47dcfbe4d041f0a77409e506b2d8ce |
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| Source note | uspto-grants-2011_08 |
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