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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184898Generated: November 1, 2026

Sodium Bicarbonate → Methyl 3-oxo-3,4-dihydrothieno[2,3-b]pyrazine-6-carboxylate

https://huagongshe.com/reaction/1184898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 5-(tert-butoxycarbonylamino)-4-(2-methoxy-2-oxoethylamino)thiophene-2-carboxylateHCID 67125563—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 3-oxo-3,4-dihydrothieno[2,3-b]pyrazine-6-carboxylateHCID 67125580100%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 90 (0.035 mmol, 12 mg) in dioxane (0.5 mL), HCl 4N in dioxane (1.742 mmol, 436 μl) was added and the solution was heated overnight at 80° C. The reaction was neutralized with a saturated solution of NaHCO3 and extracted with CH2Cl2 (2×). The organic layer was dried with phase separator and concentrated to give methyl 3-oxo-3,4-dihydrothieno[2,3-b]pyrazine-6-carboxylate 91 (7.3 mg, 100%). NMR (400 MHz, CDCl3) 3.96 (s, 3H), 8.05 (s, 1H), 8.29 (s, 1H). (m/z)=211 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669256B2
Source datasetuspto-grants-2014_03
ORD IDord-a4eea02b5282495d86d7c0f6f0c1aed2
Source noteuspto-grants-2014_03