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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056245Generated: October 26, 2026

Hydrochloric Acid → 3,5-Dichloro-2-methylpyrido[3,4-b]pyrazine

https://huagongshe.com/reaction/1056245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant5-Chloro-2-methylpyrido[3,4-b]pyrazin-3-yl methanesulfonateHCID 89782032—
SolventEthyl AcetateHCID 8857—
Product3,5-Dichloro-2-methylpyrido[3,4-b]pyrazineHCID 8978210949.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

A glass microwave reaction vessel was charged with 5-chloro-2-methylpyrido[3,4-b]pyrazin-3-yl methanesulfonate (160 mg, 0.585 mmol), 1,4-Dioxane (1 mL) and hydrogen chloride (4 M in 1,4-dioxane, 0.73 mL, 2.92 mmol) (Sigma Aldich). The reaction mixture was stirred and heated in an oil bath at 70° C. for 1 h, then cooled to RT. The mixture was diluted with EtOAc (50 mL) and washed with sat. NaHCO3. The organic layer was dried (MgSO4), filtered and concentrated to give 3,5-dichloro-2-methylpyrido[3,4-b]pyrazine (62 mg, 0.290 mmol, 49% yield) as a brown solid. MS (ESI, pos. ion) m/z: 213.9 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394297B2
Source datasetuspto-grants-2016_07
ORD IDord-61fc1946d39b41ea86e5be047daa25b3
Source noteuspto-grants-2016_07