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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501616Generated: October 31, 2026

Cyanoacetamide → 2-Methyl-4-methoxymethyl-5-cyano-6-oxypyridine

https://huagongshe.com/reaction/1501616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanoacetamideHCID 7898—
ReactantPiperidineHCID 8082—
Reactant3-Pentyn-2-one, 5-methoxy-HCID 83303—
ReactantPiperidine, acetateHCID 9793820—
SolventAcetic AcidHCID 176—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-Methyl-4-methoxymethyl-5-cyano-6-oxypyridineHCID 949998.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 5-methoxypent-3-yn-2-one (1.2 g, 10.7 mmol) in 90% ethanol (22 mL), cyanoacetamide (1.08 g, 12.85 mmol) and piperidine acetate {prepared by the addition of piperidine to a solution of acetic acid (0.5 mL) in water (1 mL) till pH 8} were added and reaction heated at 90° C. for 16 h. On completion, ethanol was evaporated and water was added to residue. Solid obtained was filtered and washed with water. Then this solid was stirred with acetonitrile for 10 min and filtered again to obtain the desired intermediate (0.165 g, 8.68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206157B2
Source datasetuspto-grants-2015_12
ORD IDord-8e2dae3e1f4e4400944e86fb2fc11b9f
Source noteuspto-grants-2015_12