5-CYANOPYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 5-CYANOPYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER
• CAS No.: 90417-31-5
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.17
• Hs Code.: 2933399090
• Mol file: 90417-31-5.mol

Synonyms:Ethyl 5-cyanonicotinate;

Chemical Property of 5-CYANOPYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.0031mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 283.8 °C at 760 mmHg
• Flash Point: 125.4 °C
• PSA: 62.98000
• Density: 1.21 g/cm³
• LogP: 1.12998
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-CYANOPYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-CYANOPYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

There total 11 articles about 5-CYANOPYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

5-bromopyridine-3-carbonitrile (35590-37-5) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl-(5-cyano-3-pyridyl)carboxylate (90417-31-5)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 100 ℃; under 5171.5 Torr;

DOI:10.1016/S0040-4039(01)81726-3

Reference yield: 92.0%

zinc(II) cyanide (557-21-1) + ethyl 5-bromo-3-pyridinecarboxylate (20986-40-7) → ethyl-(5-cyano-3-pyridyl)carboxylate (90417-31-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 90 ℃; for 15h; Inert atmosphere;

Reference yield: 68.7%

glyoxylic acid ethyl ester (924-44-7) + 2-oxo-1-(phenylsulfonyl)-1,2-dihydropyrimidine-5-carbonitrile (861144-32-3) → ethyl-(5-cyano-3-pyridyl)carboxylate (90417-31-5)

Guidance literature:

glyoxylic acid ethyl ester; 2-oxo-1-(phenylsulfonyl)-1,2-dihydropyrimidine-5-carbonitrile; In ethanol; at 70 ℃; for 2h;

With ammonium acetate; In ethanol; at 90 ℃; for 4h;

With sodium hydroxide; In ethanol; water; at 20 ℃; Product distribution / selectivity;

upstream raw materials:

5-carbamoyl-nicotinic acid ethyl ester

5-bromopyridine-3-carbonitrile

ethanol

carbon monoxide

Downstream raw materials:

ethyl 5-{5-[(1R)-1-(2-tert-butoxy-2-oxoethyl)-4-cyclohexylbutyl]-1,2,4-oxadiazol-3-yl}nicotinate

(3R)-6-cyclohexyl-3-{3-[5-(ethoxycarbonyl)-3-pyridinyl]-1,2,4-oxadiazol-5-yl}hexanoic acid

ethyl 5-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)nicotinate

5-((4S,5S)-4-Methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-nicotinamide

Refernces

• 1、 -. "PREPARATION OF PYRIDINE DERIVATIVES USING PYRIMIDINIUM DERIVATIVES AS INTERMEDIATES". Page/Page column 24-25. . Retrieved 2008/06/13.
• 2、 Hanstein, W,Wallenfels, K. "-". . p. 585 - 601. Retrieved 2007/10/08.