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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184828Generated: November 1, 2026

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

https://huagongshe.com/reaction/1184828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-oxo-1,2,3,4-tetrahydrothieno[3,2-b]pyrazine-6-carboxylateHCID 67125709—
CatalystManganese oxideHCID 160959—
CatalystHCID 178418406HCID 178418406—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-oxo-1,2-dihydrothieno[2,3-b]pyrazine-6-carboxylateHCID 6712555795%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669256B2
Source datasetuspto-grants-2014_03
ORD IDord-a63983bbf26a4e568c3ebdfeef50c9dc
Source noteuspto-grants-2014_03