HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595840Generated: October 30, 2026
Sodium Carbonate → 5-(2-methyl-3,6-dihydro-2H-pyran-4-yl)pyrazin-2-amine
https://huagongshe.com/reaction/595840
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazin-2-amine | HCID 17998987 | — |
| Reactant | 2-methyl-3,6-dihydro-2H-pyran-4-yl trifluoromethanesulfonate | HCID 118045496 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 5-(2-methyl-3,6-dihydro-2H-pyran-4-yl)pyrazin-2-amine | HCID 118045395 | 45.4% |
Reaction Steps
To a solution of 2-methyl-3,6-dihydro-2H-pyran-4-yl trifluoromethanesulfonate (0.637 g, 2.88 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazin-2-amine (0.914 g, 3.74 mmol), and PdCl2(dppf)-CH2Cl2 adduct (0.235 g, 0.288 mmol) in DME (9.82 mL) was added 2M Na2CO3 (3.27 mL). The reaction mixture was heated at microwave synthesizer (120° C., 10 min). Ethyl acetated was added, and washed with sat NaHCO3, and water. Then the desired compound was extracted to 1N HCl aqueous layer, and washed with EtOAc. Basified with 2N NaOH, and the product was extracted to EtOAc layer. EtOAc organic layer was washed with water and dried over Na2SO4. Filtered and concentrated to provide 250 mg of desired compound. LCMS (m/z): 192.2 (MH+), 0.40 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09242996B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-e82ed1e6ea9e4fdd8a2f4778c27de53b |
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| Source note | uspto-grants-2016_01 |
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