HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405756Generated: October 25, 2026
Ethyl Acetate → 3-[6-(Cyclohexyloxy)pyridin-3-yl]pyrazin-2-amine
https://huagongshe.com/reaction/1405756
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Amino-3-chloropyrazine | HCID 276224 | — |
| Reactant | B-[6-(cyclohexyloxy)-3-pyridinyl]Boronic acid | HCID 66747855 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-[6-(Cyclohexyloxy)pyridin-3-yl]pyrazin-2-amine | HCID 66748561 | 79.6% |
Reaction Steps
Tetrakis(triphenylphosphine)palladium(0) (53.5 mg) was added to a suspension of 3-chloropyrazin-2-amine (200 mg), 6-(cyclohexyloxy)pyridin-3-ylboronic acid (375 mg) and sodium carbonate (327 mg) in DME (5 mL) and water (1 mL) and the mixture was stirred at 90° C. under nitrogen for 3 hr. Water and EtOAc were added and the organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) and washed with IPE to give the title compound (332 mg) as brown gum.
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-473a27819fb8405187d912227e18a24e |
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| Source note | uspto-grants-2014_12 |
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