Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium iodide | HCID 66321 | — |
| Reactant | HCID 71281812 | HCID 71281812 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 71284206 | HCID 71284206 | 45.7% |
Reaction Steps
To a solution of methyl 5-ethyl-4-hydroxy-6-(4-hydroxy-1-methyl-1H-indol-5-yl)-2-oxo-1,2-dihydropyridine-3-carboxylate (0.045 g, 0.12 mmol) in EtOAc (1.0 mL) was added LiI (0.050 g, 0.37 mmol). The reaction mixture was stirred and heated at 60° C. for 1 h until complete consumption of starting material was observed. The mixture was then cooled to room temperature and acidified with aqueous HCl (1M, 1.0 mL) to pH˜2. The product was extracted with EtOAc (3×5 mL). The organic phase was dried over Na2SO4. Upon removal of the solvent the residue was triturated with Et2O. The solid was collected by filtration affording product (0.018 g, 42%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409905B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-e5589ba1bbec40dc9b7848ce2845cc4a |
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| Source note | uspto-grants-2016_08 |
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