HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-oxo-1,2,3,4-tetrahydrothieno[3,2-b]pyrazine-6-carboxylate → Methyl 2-oxo-1,2-dihydrothieno[2,3-b]pyrazine-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-oxo-1,2,3,4-tetrahydrothieno[3,2-b]pyrazine-6-carboxylate | HCID 67125709 | — |
| Catalyst | Manganese oxide | HCID 160959 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-oxo-1,2-dihydrothieno[2,3-b]pyrazine-6-carboxylate | HCID 67125557 | 95% |
Reaction Steps
To a suspension of methyl 2-oxo-1,2,3,4-tetrahydrothieno[3,2-b]pyrazine-6-carboxylate 20 (515 mg, 2.427 mmol) in THF (30 mL) was added manganese(IV) oxide (2.11 g, 24.27 mmol). The reaction was stirred at rt for 30 min. manganese oxide was filtrated and washed with EtOAc. The filtrate was evaporated to give crude methyl 2-oxo-1,2-dihydrothieno[3,2-b]pyrazine-6-carboxylate 21 (483 mg, 95%). NMR (400 MHz, DMSO-d6) 3.90 (s, 3H), 7.62 (br s, 1H), 8.13 (s, 1H), 12.80 (br s, 1H). (m/z)=211 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669256B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-a63983bbf26a4e568c3ebdfeef50c9dc |
| Source note | uspto-grants-2014_03 |