HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693168Generated: November 2, 2026
Water → 2-Pyrazinecarboxylic acid, 5-(fluoromethoxy)-, methyl ester
https://huagongshe.com/reaction/1693168
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (+/-)-N-[(4aS*,7aS*)-7a-(2-fluorophenyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl]benzamide | HCID 57827147 | — |
| Reactant | HCID 178498852 | HCID 178498852 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Pyrazinecarboxylic acid, 5-(fluoromethoxy)-, methyl ester | HCID 57475677 | 11.5% |
Reaction Steps
Fluoromethyl toluene-4-sulfonate (Journal of Labelled Compounds & Radiopharmaceuticals, 46 (6), 555-566; 2003) (344 mg) and cesium carbonate (824 mg) were added to a solution of methyl 5-hydroxypyrazine-2-carboxylate (130 mg) in N,N-dimethylformamide (2.0 mL). The reaction solution was stirred at 70° C. for five hours and 30 minutes and then cooled to room temperature. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was concentrated under reduced pressure. The residue was purified by NH-silica gel column chromatography to obtain the title compound (18.0 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158620B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-df5837f67098440bbc9c0b6a4c7c9c21 |
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| Source note | uspto-grants-2012_04 |
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