Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Propanesulfonyl chloride | HCID 66279 | — |
| Reactant | HCID 67401626 | HCID 67401626 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67402462 | HCID 67402462 | 30.2% |
Reaction Steps
3-[2,2,2-Trifluoro-1-(pyridin-3-yl)ethoxy]-pyrido[3,4-b]pyrazin-2-amine (100 mg, 0.310 mmol) obtained in Step 2 was dissolved in THF (2.50 mL). To this, propane-1-sulfonyl chloride (0.094 mL, 0.840 mmol) and 60% sodium hydride (in oil) (23.0 mg, 0.560 mmol) were added, and the mixture was stirred with heat at 80° C. for 4 hours. The reaction was stopped by addition of water to the reaction mixture, and extraction with ethyl acetate was performed, followed by washing with brine and drying over anhydrous magnesium sulfate. The solvent was evaporated off under reduced pressure, and purification by silica gel column chromatography (chloroform/methanol=1/0 to 16/1) was performed to give Compound 361 (40.0 mg, yield: 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673908B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-e0e4b0ce6b984a9188006ddd8df23951 |
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| Source note | uspto-grants-2014_03 |
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