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Ethyl 2-cyanopyridine-3-carboxylate

CAS No.
75358-90-6
Chemical Name:
Ethyl 2-cyanopyridine-3-carboxylate
Synonyms
ethyl 2-cyanonicotinate;Ethyl 2-cyanonicotinate 97+%;2-Cyano-nicotinic acid ethyl ester;Ethyl 2-cyanopyridine-3-carboxylate;Ethyl 2-cyanopyridine-3-carboxylate 97%;3-(Ethoxycarbonyl)-2-pyridinecarbonitrile;2-cyano-3-pyridinecarboxylic acid ethyl ester;2-Cyanopyridine-3-carboxylic acid ethyl ester;3-Pyridinecarboxylic acid, 2-cyano-, ethyl ester
CBNumber:
CB5770771
Molecular Formula:
C9H8N2O2
Molecular Weight:
176.17
MDL Number:
MFCD07368152
MOL File:
75358-90-6.mol
MSDS File:
SDS
Last updated:2026-09-12 18:53:41

Ethyl 2-cyanopyridine-3-carboxylate Properties

Melting point 35-40°C
Boiling point 185-195 °C(Press: 12 Torr)
Density 1.21
storage temp. 2-8°C
pka -2.25±0.10(Predicted)
form solid
Appearance Off-white to light yellow Solid
InChI 1S/C9H8N2O2/c1-2-13-9(12)7-4-3-5-11-8(7)6-10/h3-5H,2H2,1H3
InChIKey KOAWFXMHARNHJY-UHFFFAOYSA-N
SMILES CCOC(C1=C(C#N)N=CC=C1)=O
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
target organs Respiratory system
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  36/37/39
WGK Germany  3
HS Code  2933399990
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

Ethyl 2-cyanopyridine-3-carboxylate price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 791237 Ethyl 2-cyanopyridine-3-carboxylate 97% 75358-90-6 250mg $72.3 2023-06-20 Buy
Apolloscientific OR301301 Ethyl 2-cyanonicotinate >97% 75358-90-6 250mg $21 2026-06-04 Buy
Apolloscientific OR301301 Ethyl 2-cyanonicotinate >97% 75358-90-6 1g $29 2026-06-04 Buy
Apolloscientific OR301301 Ethyl 2-cyanonicotinate >97% 75358-90-6 5g $137 2026-06-04 Buy
Apolloscientific OR301301 Ethyl 2-cyanonicotinate >97% 75358-90-6 25g $672 2026-06-04 Buy
Product number Packaging Price Buy
791237 250mg $72.3 Buy
OR301301 250mg $21 Buy
OR301301 1g $29 Buy
OR301301 5g $137 Buy
OR301301 25g $672 Buy

Ethyl 2-cyanopyridine-3-carboxylate Chemical Properties, Uses, Production

Synthesis

ZINC CYANIDE

557-21-1

Ethyl 2-chloronicotinate

1452-94-4

ETHYL 2-CYANOPYRIDINE-3-CARBOXYLATE

75358-90-6

To a solution of ethyl 2-chloropyridine-3-carboxylate (15.0 g, 81 mmol) in anhydrous N,N-dimethylacetamide (75 mL) was added zinc cyanide (5.71 g, 48.6 mmol), tris(dibenzylideneacetone)dipalladium (742 mg, 0.81 mmol), zinc powder (636 mg, 9.72 mmol), and 1,1'-bis(diphenylphosphinyl ) ferrocene (898 mg, 1.62 mmol). The reaction mixture was heated and stirred at 120 °C for 1 hour. After completion of the reaction, the mixture was cooled to room temperature and then partitioned between water (300 mL) and ether (150 mL). The organic and aqueous phases were separated by Celite filtration of the mixture. The aqueous phase was further extracted with ether (2 x 100 mL), all ether layers were combined, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give ethyl 2-cyanonicotinate (14.26 g, 100% yield).

References

[1] Patent: WO2004/46133, 2004, A1. Location in patent: Page 31

557-21-1
1452-94-4
75358-90-6
Synthesis of Ethyl 2-cyanopyridine-3-carboxylate from ZINC CYANIDE and Ethyl 2-chloronicotinate

Ethyl 2-cyanopyridine-3-carboxylate Preparation Products And Raw materials

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Ethyl 2-cyanopyridine-3-carboxylate Spectrum

ethyl 2-cyanonicotinate 3-(Ethoxycarbonyl)-2-pyridinecarbonitrile 2-Cyanopyridine-3-carboxylic acid ethyl ester 2-cyano-3-pyridinecarboxylic acid ethyl ester Ethyl 2-cyanonicotinate 97+% 2-Cyano-nicotinic acid ethyl ester 3-Pyridinecarboxylic acid, 2-cyano-, ethyl ester Ethyl 2-cyanopyridine-3-carboxylate 97% Ethyl 2-cyanopyridine-3-carboxylate 75358-90-6