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58610-61-0

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Basic Information
CAS No.: 58610-61-0
Name: ethyl 5-cyano-4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylate
Article Data: 5
Molecular Structure:
Molecular Structure of 58610-61-0 (ethyl 5-cyano-4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylate)
Formula: C10H10 N2 O3
Molecular Weight: 206.201
Synonyms: NSC122408
Density: 1.26g/cm3
Boiling Point: 387.7°Cat760mmHg
Flash Point: 188.3°C
PSA: 82.95000
LogP: 0.73168
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Synthetic route

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cyanoacetic acid amide

58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;82%
With potassium carbonate In acetone Reflux;60%

ethyl 4-ethoxy-2-oxopent-3-enoate

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cyanoacetic acid amide

58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetone for 10h; Reflux;65.7%
With potassium carbonate In acetone for 10h; Inert atmosphere; Reflux;65.7%
615-79-2

ethyl 2,4-diketopentanoate

58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium chloride / ethanol / 20 °C
2: potassium carbonate / acetone / 10 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: ammonium chloride / ethanol / 20 °C / Inert atmosphere
2: potassium carbonate / acetone / 10 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1: ammonium chloride / ethanol / 12 h / 20 °C
2: potassium carbonate / acetone / Reflux
View Scheme
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4-bromoethylbutanoate

58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

A

154597-41-8

5-Cyano-1-(3-ethoxycarbonyl-propyl)-4-methyl-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid ethyl ester

B

5-Cyano-6-(3-ethoxycarbonyl-propoxy)-4-methyl-pyridine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3.5h;A 20%
B 70%
...Expand
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propargyl bromide

58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

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5-Cyano-4-methyl-6-oxo-1-prop-2-ynyl-1,6-dihydro-pyridine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide65%
420-37-1

trimethoxonium tetrafluoroborate

58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

ethyl 5-cyano-6-methoxy-4-methylpyridine-2-carboxylate

Conditions
ConditionsYield
Stage #1: trimethoxonium tetrafluoroborate; ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate In dichloromethane at 20℃; for 24h;
Stage #2: With sodium hydroxide In dichloromethane for 0.166667h;		52.9%
58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

ethyl 5-cyano-6-methoxy-4-methylpyridine-2-carboxylate

Conditions
ConditionsYield
With trimethoxonium tetrafluoroborate In dichloromethane at 20℃; for 24h; Inert atmosphere;52.9%
24424-99-5

di-tert-butyl dicarbonate

58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

ethyl 5-((bis(tert-butoxycarbonyl)amino)methyl)-4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylate

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; for 16h;33%
58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

(MeO)3BF4

(MeO)3BF4

ethyl 5-cyano-6-methoxy-4-methylpyridine-2-carboxylate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 48h;32%
292638-85-8

acrylic acid methyl ester

58610-61-0

ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate

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Conditions
ConditionsYield
With potassium carbonate 1.) DMF, 45 deg C, 2.) DMF, 45 deg C, 40 h; Yield given. Multistep reaction;
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