Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 58447017 | HCID 58447017 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 58447001 | HCID 58447001 | 76.9% |
Reaction Steps
A 25 mL round bottom flask was charged with 2-bromo-6-hydrazinyl-3-methyl-5-(4-methylpiperazin-1-yl)pyrazine (0.92 g, 3.0 mmol) and CH3COOH (2 mL). To the above was added dropwise a solution of NaNO2 (0.32 g, 4.6 mmol) in water (2 mL) at 10° C. The resulting mixture was stirred at 10° C. for 1 h. Work-up: the reaction mixture was diluted with saturated aqueous NaHCO3 (100 mL) and then extracted with CH2Cl2 (100 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with 4% MeOH in CH2Cl2, to afford 0.72 g (75%) of the product as a white solid. MS m/z: 312 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569300B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-4badc0ef664d4ea99833150324852d4d |
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| Source note | uspto-grants-2013_10 |
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