HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86654274, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 2-(3,5-dibromopyrazin-2-ylamino)acetate | HCID 57550751 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 86654274 | HCID 86654274 | — |
Reaction Steps
Ethyl 2-(3,5-dibromopyrazin-2-ylamino)acetate (1 equiv), tetrahydrofuran and sodium hydroxide in water (1.1 equiv) were combined and stirred at room temperature overnight. The reaction mixture was treated with dilute phosphoric acid (1.9 equiv) and heptane. The organic layer was concentrated to about 75% of its original volume and further distilled with addition of heptane until the reaction mixture was 80° C. The solution was treated with seed and distillation with addition of heptane was continued until reaching 85° C. The slurry was cooled and filtered, and the solids washed with heptane and dried to obtain 2-((3,5-dibromopyrazin-2-yl)amino)acetic acid as a solid. MS (ESI) m/z 309.9 [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359364B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-9c452922cfe749dc95d0d424ba86356f |
| Source note | uspto-grants-2016_06 |