Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Glyoxal | HCID 7860 | — |
| Reactant | 5-Bromopyrazine-2,3-diamine | HCID 2771857 | — |
| Reactant | Acetic acid methanol | HCID 10129899 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59688962 | HCID 59688962 | — |
Reaction Steps
To a stirred solution of 50 mg (0.27 mmol) of 5-bromopyrazine-2,3-diamine in 2 mL of a 10:1 solution of methanol/acetic acid was added 0.046 mL (0.40 mmol) of glyoxal solution (40 wt. % in water) and the resulting solution was stirred at 50° C. for 4 h. The reaction mixture was cooled to ambient temperature, diluted with 10 mL of ethyl acetate and washed with saturated aqueous sodium bicarbonate solution, and saturated aqueous brine (5 mL each). The organic phase was then dried over anhydrous sodium sulfate, filtered, and evaporated in vacuo to yield the title compound as a tan crystalline solid which was used without further purification. LC/MS 211.1, 213.1 (M+1, M+3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07884104B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-29f44c32ee824a9c823d2938e4a53ef9 |
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| Source note | uspto-grants-2011_02 |
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