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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1629801Generated: November 1, 2026

Sodium Methoxide → 6-(4-Butoxyphenyl)-4-hydroxy-6-methyl-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

https://huagongshe.com/reaction/1629801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 3-(4-butoxyphenyl)-3-(2-cyanoacetamido)butanoateHCID 86685894—
SolventMethanolHCID 887—
Product6-(4-Butoxyphenyl)-4-hydroxy-6-methyl-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrileHCID 86685895102%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a stirred solution of Intermediate 107D (218 mg, 0.656 mmol) in MeOH (5 mL) was added 4.37 M NaOMe (0.750 mL, 3.28 mmol) in methanol solution. The reaction was heated to 55° C. for 5 h. The reaction mixture was concentrated and the residue was diluted with EtOAc. The organic layer was washed with 1 M HCl, dried over MgSO4, filtered and concentrated to yield the desired product (200 mg, 102%) as a light yellow solid. LCMS Anal. Calc'd for C17H20N2O3 300.15, found [M+H] 301.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791091B2
Source datasetuspto-grants-2014_07
ORD IDord-5e778c26e1034b51a38140affa11e5fc
Source noteuspto-grants-2014_07