Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 59571020 | HCID 59571020 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59570953 | HCID 59570953 | 88.7% |
Reaction Steps
A mixture of tert-butyl (5-{2-[(4-methoxybenzyl)oxy]-2-methylpropoxy}pyrazin-2-yl)carbamate (330 mg), hydrazine monohydrate (198 μL), potassium hydroxide (1.15 g), and ethylene glycol (9.9 mL) was stirred at 120° C. for 3 hours. To the reaction mixture was added water, followed by extraction with chloroform. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=50:50) to obtain 5-{2-[(4-methoxybenzyl)oxy]-2-methylpropoxy}pyrazin-2-amine (220 mg) as a yellow oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329707B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-baacdb3bb8bb41478b6ad20c41abc29b |
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| Source note | uspto-grants-2012_12 |
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