Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | HCID 14783667 | HCID 14783667 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | 2,2,2-Trifluoroethanol | HCID 6409 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69414988 | HCID 69414988 | — |
Reaction Steps
A solution of 152 mg of 4-chloro-8-fluoro-1-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline, 127 mg of glycine ethyl ester hydrochloride, and 602 mg of triethylamine in DMF (4.0 mL) was stirred at room temperature for 41 hrs. The reaction mixture was concentrated, dissolved in 25% IPA/methylene chloride and washed with 50% saturated sodium bicarbonate, and then water. The organic emulsion was collected and concentrated to provide a yellow solid. A solution of this solid in trifluoroethanol (10 mL) was treated with 5 equiv. of 4.0 N HCl in dioxane for 15 min., and the mixture was concentrated. The residue was dissolved in 20% IPA/methylene chloride, and washed with 50% saturated sodium bicarbonate, and then water. The organic emulsion was collected and concentrated to provide a yellow solid which was triturated. The resulting off-white solid was collected, dried, washed with ether and dried to provide the title compound. MS (M+H)+=306.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07202245B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-48a95ffcf5704e23a270e92f0b49f15d |
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| Source note | uspto-grants-2007_04 |
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