HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405840Generated: October 25, 2026
Sodium Carbonate Decahydrate → 3-(4-(Cyclohexyloxy)phenyl)-5-methylpyrazin-2-amine
https://huagongshe.com/reaction/1405840
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate Decahydrate | HCID 151402 | — |
| Reactant | 2-Amino-3-bromo-5-methylpyrazine | HCID 9899043 | — |
| Reactant | 4-Cyclohexyloxy-benzeneboronic acid | HCID 22289818 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-(4-(Cyclohexyloxy)phenyl)-5-methylpyrazin-2-amine | HCID 66748413 | 99.5% |
Reaction Steps
Tetrakis(triphenylphosphine)palladium(0) (0.922 g) was added to a suspension of 3-bromo-5-methylpyrazin-2-amine (5 g), 4-(cyclohexyloxy)phenylboronic acid (7.61 g) and sodium carbonate decahydrate (15.2 g) in DME (200 mL) and water (40 mL) and the mixture was stirred at 80° C. under nitrogen overnight. The insoluble material was removed by filtration (eluted with EtOAc), and silica-gel was added and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (silica gel, eluted with EtOAc in hexane) to give the title compound (7.5 g) as a pale orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916551B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-0838caa213c649138b84d30e38253b0f |
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| Source note | uspto-grants-2014_12 |
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