Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl bromopyruvate | HCID 66144 | — |
| Reactant | HCID 90272088 | HCID 90272088 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90272113 | HCID 90272113 | — |
Reaction Steps
A mixture of the product of Example 13D (1 g, 2.0 mmol), ethyl 3-bromo-2-oxopropanoate (796 mg, 4.1 mmol) and acetic acid (2 drops) in dimethylformamide (20 mL) was heated at 60° C. for 16 hours. After cooling to ambient temperature, the mixture was poured into water and extracted with dichloromethane (2×100 mL). The combined organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 98/2 dichloromethane/methanol to give the title compound. MS: 586 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09212192B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-21141e52c36040be82ea5521a3ea9523 |
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| Source note | uspto-grants-2015_12 |
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