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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241782Generated: November 1, 2026

Pyridine → Isobutyric acid 5-methyl-7-(3-methyl-1,2,4-oxadiazol-5-yl)-6-oxo-5,6-dihydro-pyrido[2,3-b]pyrazin-8-yl ester

https://huagongshe.com/reaction/241782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantIsobutyryl chlorideHCID 62325—
Reactant8-hydroxy-5-methyl-7-(3-methyl-1,2,4-oxadiazol-5-yl)-5H-pyrido[2,3-b]pyrazin-6-oneHCID 136013428—
SolventDichloromethaneHCID 6344—
ProductIsobutyric acid 5-methyl-7-(3-methyl-1,2,4-oxadiazol-5-yl)-6-oxo-5,6-dihydro-pyrido[2,3-b]pyrazin-8-yl esterHCID 58114923—

Reaction Steps

To a solution of 8-hydroxy-5-methyl-7-(3-methyl-1,2,4-oxadiazol-5-yl)-5H-pyrido[2,3-b]pyrazin-6-one (Example 7.4) (0.044 g) and pyridine (0.018 ml) in dichloromethane (1 ml) was added dropwise isobutyryl chloride (0.022 ml). The reaction mixture was stirred at ambient temperature for 4 hours and then stored at ambient temperature for 16 hours. The reaction mixture was diluted with more dichloromethane and the mixture was washed successively with aqueous sodium hydrogen carbonate (saturated), aqueous ammonium chloride (saturated) and brine. The organic fraction was dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane 1:1) to give Compound No. B6 of Table 6 as a pale yellow solid (0.020 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653078B2
Source datasetuspto-grants-2014_02
ORD IDord-9578131821764c0ebae9d5605c881c98
Source noteuspto-grants-2014_02