Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | HCID 86606855 | HCID 86606855 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 58677582 | HCID 58677582 | — |
Reaction Steps
Compound 496 (0.07 g, 0.15 mmol) was dissolved in pyridine (0.4 mL) and ethanolamine (0.011 mL, 0.18 mmol) was added. The solution was kept at room temperature for 1 h after which it was concentrated in vacuo. The residue was dissolved in EtOAc and H2O and the phases were separated. The water phase was extracted with EtOAc (×2) and the combined organic phases were washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by flash chromatography using a gradient of EtOAc/petroleum ether (40-60) 3:7→1:0 as the eluent. This afforded the title compound as a solid. 13C NMR (CD3OD) δ 196.5, 161.2 (dd), 158.0 (dd), 151.9, 143.3, 142.0, 139.5, 136.5, 135.2, 133.2, 129.9, 128.2, 127.8, 127.8 (dd), 125.7 (dd), 116.5, 113.1, 112.7 (dd), 105.8 (dd), 61.8, 46.3, 20.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977387B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-a823a5eeb4b5452eb470a51bcdd95f53 |
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| Source note | uspto-grants-2011_07 |
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