Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 2-[6-Fluoro-3-(methyloxy)-5-quinoxalinyl]-2-oxiranecarboxylic acid | HCID 86628362 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68447708 | HCID 68447708 | — |
Reaction Steps
A solution of 2-[6-fluoro-3-(methyloxy)-5-quinoxalinyl]-2-oxiranecarboxylic acid (3.22 g, 0.012 mol) in 1,4-dioxane (210 mL) and water (90 mL) was treated with lithium hydroxide (584 mg, 0.024 mol) dropwise at RT. The reaction mixture was heated at 80° C. for 35 hours then cooled, quenched to pH 7 with a 2M solution of hydrochloric acid and then the solvent was evaporated. The residue was placed directly onto a 100 g silica gel column and chromatographed, eluting with a 0-50% methanol in dichloromethane gradient to afford the product as a yellow solid (7.07 g of a 3:1 mixture of product/starting material).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07709483B2 |
|---|
| Source dataset | uspto-grants-2010_05 |
|---|
| ORD ID | ord-2873800db8a744139a68878033e250c0 |
|---|
| Source note | uspto-grants-2010_05 |
|---|