Product Name

  • Name

    Ethyl nicotinoate

  • EINECS 210-370-7
  • CAS No. 614-18-6
  • Article Data117
  • CAS DataBase
  • Density 1.102 g/cm3
  • Solubility Miscible with water
  • Melting Point 8-10 °C(lit.)
  • Formula C8H9NO2
  • Boiling Point 224 °C at 760 mmHg
  • Molecular Weight 151.165
  • Flash Point 93.3 °C
  • Transport Information
  • Appearance clear colourless to yellow liquid
  • Safety 26-39-37/39-36
  • Risk Codes 37/38-41-36/38-36/37/38
  • Molecular Structure Molecular Structure of 614-18-6 (Ethyl nicotinoate)
  • Hazard Symbols IrritantXi
  • Synonyms Nicotinicacid, ethyl ester (6CI,8CI);3-(Ethoxycarbonyl)pyridine;3-Carbethoxypyridine;Ethyl 3-pyridinecarboxylate;Ethyl nicotinate;Ignicut;Ignocut;Mucotherm;Nicaethan;Nikethan;Nikithan;b-Pyridinecarboxylic acid ethyl ester;
  • PSA 39.19000
  • LogP 1.25830

Synthetic route

3-iodopyridine
1120-90-7

3-iodopyridine

ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium diacetate at 20 - 125℃; under 7500.75 - 22502.3 Torr; for 0.333333h; microwave irradiation;98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 80℃; under 760.051 Torr; for 6h;94%
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene at 120℃; under 9308.91 Torr;
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene at 120℃; under 8274.59 - 10136.4 Torr;88 %Spectr.
With palladium diacetate; potassium carbonate at 60℃; under 20521.4 Torr; for 12h; Green chemistry; chemoselective reaction;21 %Spectr.
3-Bromopyridine
626-55-1

3-Bromopyridine

ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With triethylamine at 70℃; under 760.051 Torr; for 3h; Catalytic behavior;98%
nicotinic acid
59-67-6

nicotinic acid

ethanol
64-17-5

ethanol

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid In toluene at 55℃; for 4h;97.2%
With sulfuric acid for 10h; Reflux; Sealed tube;83%
With sulfuric acid for 4h; Reflux;81%
nicotinic acid
59-67-6

nicotinic acid

ethyl iodide
75-03-6

ethyl iodide

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With cesium fluoride In acetonitrile for 2h; Heating;92%
1-(pyridin-3-yl)pentan-1-one
1701-72-0

1-(pyridin-3-yl)pentan-1-one

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

A

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

B

1,1,1-trifluoro-2-hexanone
360-34-9

1,1,1-trifluoro-2-hexanone

Conditions
ConditionsYield
Stage #1: ethyl trifluoroacetate, With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: 1-(pyridin-3-yl)pentan-1-one In tetrahydrofuran at 0℃; for 2.5h; Inert atmosphere; Schlenk technique; Reflux;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0℃; for 0.25h; Inert atmosphere; Schlenk technique;
A 92%
B n/a
ethanol
64-17-5

ethanol

pyridin-3-yl 2,3,4,5,6-pentafluorobenzenesulfonate

pyridin-3-yl 2,3,4,5,6-pentafluorobenzenesulfonate

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate at 50℃; for 12h; Schlenk technique; Inert atmosphere; chemoselective reaction;91%
ethanol
64-17-5

ethanol

pyridin-3-yl trifluoromethanesulfonate
107658-27-5

pyridin-3-yl trifluoromethanesulfonate

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate at 50℃; for 12h; Schlenk technique; Inert atmosphere; chemoselective reaction;90%
3-iodopyridine
1120-90-7

3-iodopyridine

ethanol
64-17-5

ethanol

molybdenum hexacarbonyl
13939-06-5, 199620-15-0

molybdenum hexacarbonyl

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With C35H20F34NO3(1-)*Pd(2+)*Cl(1-); N-ethyl-N,N-diisopropylamine In neat (no solvent) at 130℃; for 0.333333h; Microwave irradiation;89%
1-oxy-nicotinic acid ethyl ester
14906-63-9

1-oxy-nicotinic acid ethyl ester

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With cerium(III) chloride heptahydrate; zinc In methanol at 20℃; for 2.5h;87%
nicotinic acid
59-67-6

nicotinic acid

Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
microwave irradiation;86%
In toluene at 110℃; for 24h;81%
ethanol
64-17-5

ethanol

nicotinamide
98-92-0

nicotinamide

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With chloro-trimethyl-silane at 40℃; for 5h;86%
With chloro-trimethyl-silane at 20 - 40℃; for 5h; Inert atmosphere;86%
3-Chloropyridine
626-60-8

3-Chloropyridine

ethanol
64-17-5

ethanol

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With (S)-1-[(R)-2-(di-1-naphthylphosphino)ferrocenyl]ethyl-di-tert.-butylphosphine; potassium acetate; palladium diacetate at 80℃; for 12h; Schlenk technique; Inert atmosphere; chemoselective reaction;86%
ethyl bromide
74-96-4

ethyl bromide

potassium nicotinate
16518-17-5

potassium nicotinate

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With tetrabutylammomium bromide for 43h; Ambient temperature;82%
3-Bromopyridine
626-55-1

3-Bromopyridine

potassium monoethyl oxalate
1906-57-6

potassium monoethyl oxalate

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; 1,3-bis-(diphenylphosphino)propane In 1-methyl-pyrrolidin-2-one at 150℃; for 16h; Inert atmosphere;82%
nicotinic acid
59-67-6

nicotinic acid

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
at 120℃;82%
tetraethoxy tellurium(IV)
2017-01-8

tetraethoxy tellurium(IV)

nicotinamide
98-92-0

nicotinamide

A

pyridine-3-carbonitrile
100-54-9

pyridine-3-carbonitrile

B

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
In tetrachloromethane for 18h; Heating;A 8%
B 79%
nicotinamide
98-92-0

nicotinamide

A

pyridine-3-carbonitrile
100-54-9

pyridine-3-carbonitrile

B

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With tetraethoxy tellurium(IV) In tetrachloromethane for 18h; Heating;A 8%
B 79%
3-iodopyridine
1120-90-7

3-iodopyridine

potassium monoethyl oxalate
1906-57-6

potassium monoethyl oxalate

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With palladium diacetate In 1-methyl-pyrrolidin-2-one at 20 - 140℃; for 24h; Inert atmosphere;79%
3-Bromopyridine
626-55-1

3-Bromopyridine

ethanol
64-17-5

ethanol

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With dmap; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 90℃; for 0.5h; Microwave irradiation;78%
nicotinic acid
59-67-6

nicotinic acid

triethylphosphine
554-70-1

triethylphosphine

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With 1,3-diazido-propane In neat (no solvent) at 20℃; for 0.333333h;78%
ethyl 6-iodonicotinate
151917-39-4

ethyl 6-iodonicotinate

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With 2,6-dimethylpyridine; phenylsilane; indium(III) acetate In ethanol at 20℃; for 18h;75%
With indium In water for 10h; Heating;64%
With indium; water for 10h; Reflux;64%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

C12H11NOS
1327133-50-5

C12H11NOS

A

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

B

1,1,1-trifluoro-4-(2-thiophenyl)butan-2-one
19305-01-2

1,1,1-trifluoro-4-(2-thiophenyl)butan-2-one

Conditions
ConditionsYield
Stage #1: ethyl trifluoroacetate, With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: C12H11NOS In tetrahydrofuran at 0℃; Inert atmosphere; Schlenk technique;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0℃; for 0.25h; Inert atmosphere; Schlenk technique;
A 75%
B 74%
piperidine
110-89-4

piperidine

3-Chloropyridine
626-60-8

3-Chloropyridine

carbon monoxide
201230-82-2

carbon monoxide

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With 1,3-bis(dicyclohexylphosphino)propane bis(tetrafluoroborate) salt; sodium phenoxide; palladium diacetate In toluene at 100℃; under 760.051 Torr; for 16h;71%
3-Chloropyridine
626-60-8

3-Chloropyridine

ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride; sodium acetate; 1,4-di(diphenylphosphino)-butane at 100℃; under 750.075 Torr; for 16h;71%
pyridin-3-yl 4-fluorobenzenesulfonate

pyridin-3-yl 4-fluorobenzenesulfonate

ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With Josiphos Et2P-Fc-PtBu2 ligand; sodium acetate; palladium diacetate at 130 - 135℃; under 2068.59 Torr; for 20h;70%
pyrrole
109-97-7

pyrrole

ethyl 2-bromo-2-diazoacetate
22736-43-2

ethyl 2-bromo-2-diazoacetate

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium dithionite; c-type cytochrome maquette, C45 In ethanol at 5℃; for 2h; pH=8.6; Sealed tube; Inert atmosphere; Enzymatic reaction;69.4%
pyridine-3-carbonitrile
100-54-9

pyridine-3-carbonitrile

ethanol
64-17-5

ethanol

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 144h; Heating;67%
With iron(III) chloride for 21h; Heating;63.3%
3-Bromopyridine
626-55-1

3-Bromopyridine

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With dmap; bis-triphenylphosphine-palladium(II) chloride In ethanol at 140℃; for 0.333333h; Microwave irradiation;66%
Propargylamine
2450-71-7

Propargylamine

propynoic acid ethyl ester
623-47-2

propynoic acid ethyl ester

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With dipotassium peroxodisulfate; silver trifluoromethanesulfonate In toluene at 80℃; for 6h; Sealed tube; regioselective reaction;63%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

ethanol
64-17-5

ethanol

A

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

B

1,2-di(pyridine-3-yl)ethane-1,2-dione
35779-39-6

1,2-di(pyridine-3-yl)ethane-1,2-dione

Conditions
ConditionsYield
With oxygen; Thiamine hydrochloride; triethylamine for 2h; Reflux;A 30%
B 58%
2-aminobutanol
96-20-8, 13054-87-0

2-aminobutanol

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

N-(1-hydroxybutan-2-yl)nicotinamide
215120-51-7

N-(1-hydroxybutan-2-yl)nicotinamide

Conditions
ConditionsYield
at 50℃; for 0.5h;100%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

3-amino-2-propanol
78-96-6, 1674-56-2

3-amino-2-propanol

N-(2-hydroxypropyl)-3-pyridinecarboxamide
122048-21-9

N-(2-hydroxypropyl)-3-pyridinecarboxamide

Conditions
ConditionsYield
at 50℃; for 0.5h;100%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

N-(3-hydroxypropyl)nicotinamide
53676-54-3

N-(3-hydroxypropyl)nicotinamide

Conditions
ConditionsYield
at 50℃; for 0.5h;100%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

1,3,5-tris(bromomethyl)-2,4,6-triethylbenzene
181058-08-2

1,3,5-tris(bromomethyl)-2,4,6-triethylbenzene

C39H48N3O6(3+)*3Br(1-)

C39H48N3O6(3+)*3Br(1-)

Conditions
ConditionsYield
In acetonitrile for 6h; Heating;100%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

2-(2-Aminoethylamino)ethanol
111-41-1

2-(2-Aminoethylamino)ethanol

N-(5-hydroxy-3-azapentyl)nicotinamide

N-(5-hydroxy-3-azapentyl)nicotinamide

Conditions
ConditionsYield
at 80 - 85℃; for 6.5h;99.5%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Ethyl nipecotate
71962-74-8

Ethyl nipecotate

Conditions
ConditionsYield
With hydrogen In hexane at 100℃; under 7600.51 Torr; for 24h; Temperature; Pressure; Autoclave;99%
With sodium hydroxide; hydrogen; nickel In ethanol; water at 20 - 40℃; Electrolysis;98%
With 1,4-dioxane; nickel at 165℃; under 110326 - 220652 Torr; Hydrogenation;
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

benzyl bromide
100-39-0

benzyl bromide

N-benzyl-3-(ethoxycarbonyl)pyridinium bromide
72551-50-9

N-benzyl-3-(ethoxycarbonyl)pyridinium bromide

Conditions
ConditionsYield
In isopropyl alcohol for 18h;98%
In isopropyl alcohol at 20℃; for 18h;90%
In nitrobenzene at 40℃; Rate constant;
In acetone Reflux;
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With PPA at 155℃; for 4.5h;98%
With alkaline H2O In dimethyl sulfoxide at 30℃; Rate constant; other solvent (EtOH); variation of water concentrations;
esterase in WBN; IL-Ht rat abdominal skin homogenate at 37℃; Enzyme kinetics;
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

N-(N,N-diethylaminomethyl)-2-piperidone
86931-32-0

N-(N,N-diethylaminomethyl)-2-piperidone

sodium salt of the aminal of 3-nicotinoyl-2-piperidone

sodium salt of the aminal of 3-nicotinoyl-2-piperidone

Conditions
ConditionsYield
With sodium hydride In toluene for 8h; Heating;97%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With n-butyllithium; diisobutylaluminium hydride; tert-butyl alcohol In tetrahydrofuran; hexane at 0℃;97%
Multi-step reaction with 2 steps
1: diethyl ether; lithium alanate
2: lead (IV)-acetate; benzene
View Scheme
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

ethanolamine
141-43-5

ethanolamine

N-(2-hydroxyethyl)nicotinamide
6265-73-2

N-(2-hydroxyethyl)nicotinamide

Conditions
ConditionsYield
Stage #1: 3-pyridinecarboxylic acid ethyl ester; ethanolamine at 125℃; for 4h; Large scale;
Stage #2: With acetone at 45 - 60℃; for 1h; Large scale;
Stage #3: at 10 - 30℃; for 2.5h; Temperature; Large scale;
96.6%
64.5%
64.5%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

guanidine hydrochloride
50-01-1

guanidine hydrochloride

N-(pyridyl-3-carbonyl)guanidine
6531-75-5

N-(pyridyl-3-carbonyl)guanidine

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 12h; Heating;95%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

1-iodo-propane
107-08-4

1-iodo-propane

3-ethoxycarbonyl-1-propyl pyridinium iodide

3-ethoxycarbonyl-1-propyl pyridinium iodide

Conditions
ConditionsYield
In acetonitrile at 80℃; for 36h;95%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Zr(N(C5H6(CH3)4))4*4MgCl2*6LiCl

Zr(N(C5H6(CH3)4))4*4MgCl2*6LiCl

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

Zr(C5NH3BF3CO2C2H5)4

Zr(C5NH3BF3CO2C2H5)4

Conditions
ConditionsYield
In tetrahydrofuran dry Ar-flushed Schlenk flask charged with organic compound, soln. of base added dropwise, stirred at -78 °C for 15 min;95%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

C10H10BrN3O

C10H10BrN3O

Allyl chloroformate
2937-50-0

Allyl chloroformate

1-allyl 3-ethyl 4-(5-bromo-1,3-dimethyl-2-oxoindolin-3-yl)-pyridine-1,3(4H)-dicarboxylate

1-allyl 3-ethyl 4-(5-bromo-1,3-dimethyl-2-oxoindolin-3-yl)-pyridine-1,3(4H)-dicarboxylate

Conditions
ConditionsYield
Stage #1: 3-pyridinecarboxylic acid ethyl ester; Allyl chloroformate In tetrahydrofuran at -20℃; for 0.166667h; Molecular sieve;
Stage #2: C10H10BrN3O With bis(η3-allyl-μ-chloropalladium(II)) In tetrahydrofuran at -20℃; for 13h; diastereoselective reaction;
95%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

methyl methacrylate
97-63-2

methyl methacrylate

ethyl 6-(1-ethoxy-2-methyl-1-oxopropan-2-yl)nicotinate

ethyl 6-(1-ethoxy-2-methyl-1-oxopropan-2-yl)nicotinate

Conditions
ConditionsYield
Stage #1: 3-pyridinecarboxylic acid ethyl ester With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; P,P'-(1,2-ethanediyl)bis{bis[3,5-di(trifluoromethyl)phenyl]phosphane} In toluene for 0.0833333h; Inert atmosphere; Microwave irradiation;
Stage #2: methyl methacrylate In toluene at 120℃; for 24h; Inert atmosphere; Microwave irradiation; Sealed tube; regioselective reaction;
94%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

Nicotinic acid hydrazide
553-53-7

Nicotinic acid hydrazide

Conditions
ConditionsYield
With hydrazine hydrate monohydrate In methanol at 140℃; for 1h; Microwave irradiation; Sealed tube;93%
With hydrazine hydrate In ethanol for 1.08333h; Ambient temperature;85%
With hydrazine hydrate In ethanol Reflux; Sealed tube;85%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

2,2,2-trifluoroethyl(phenyl)iodonium trifluoromethanesulfonate
100422-07-9

2,2,2-trifluoroethyl(phenyl)iodonium trifluoromethanesulfonate

N-(2,2,2-Trifluoroethyl)-3-(ethoxycarbonyl)pyridinium triflate
135654-45-4

N-(2,2,2-Trifluoroethyl)-3-(ethoxycarbonyl)pyridinium triflate

Conditions
ConditionsYield
In dichloromethane for 0.166667h; Ambient temperature;93%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

benzylamine
100-46-9

benzylamine

N-benzylnicotinamide
2503-55-1

N-benzylnicotinamide

Conditions
ConditionsYield
With graphene oxide In neat (no solvent) at 100℃; for 18h; Sealed tube;92%
With silica gel In neat (no solvent) at 100℃; for 12h; Inert atmosphere; Sealed tube;87%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

mesitylenesulfonylhydroxylamine
36016-40-7

mesitylenesulfonylhydroxylamine

2,4,6-Trimethyl-benzenesulfonate1-amino-3-ethoxycarbonyl-pyridinium;
40146-54-1

2,4,6-Trimethyl-benzenesulfonate1-amino-3-ethoxycarbonyl-pyridinium;

Conditions
ConditionsYield
In dichloromethane for 0.5h; Ambient temperature;92%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

3-(4-bromophenyl)-2-methylquinazolin-4(3H)-one
1788-95-0

3-(4-bromophenyl)-2-methylquinazolin-4(3H)-one

2-[2-Oxo-2-(3-pyridyl)ethyl]-3-p-bromophenyl-4(3H)-quinazolinone
73283-34-8

2-[2-Oxo-2-(3-pyridyl)ethyl]-3-p-bromophenyl-4(3H)-quinazolinone

Conditions
ConditionsYield
With sodium hydride In 1,2-dimethoxyethane Heating;92%
2.43 g (92%)
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

acetic anhydride
108-24-7

acetic anhydride

ethyl 1-acetyl-1,4,5,6-tetrahydropyridine-3-carboxylate
917112-54-0

ethyl 1-acetyl-1,4,5,6-tetrahydropyridine-3-carboxylate

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal under 5171.48 Torr;92%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

ethyl acetate
141-78-6

ethyl acetate

A

3-oxo-3-pyridin-3-yl-propionic acid ethyl ester
6283-81-4

3-oxo-3-pyridin-3-yl-propionic acid ethyl ester

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 92%
B n/a
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

6-bromo-2-methylhexan-2-yl acetate

6-bromo-2-methylhexan-2-yl acetate

1-(5-acetoxy-5-methylhexyl)-3-(ethoxycarbonyl)pyridin-1-ium bromide

1-(5-acetoxy-5-methylhexyl)-3-(ethoxycarbonyl)pyridin-1-ium bromide

Conditions
ConditionsYield
In acetonitrile for 60h; Inert atmosphere; Reflux;92%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

methyl iodide
74-88-4

methyl iodide

3-(ethoxycarbonyl)-1-methylpyridin-1-ium iodide
10129-58-5

3-(ethoxycarbonyl)-1-methylpyridin-1-ium iodide

Conditions
ConditionsYield
In nitromethane for 12h; Ambient temperature;91%
In isopropyl alcohol for 18h;87%
In nitrobenzene at 35℃; Rate constant;

Ethyl nicotinoate Chemical Properties

Molecular Structure of Ethyl nicotinoate (CAS NO.614-18-6):

IUPAC Name:ethyl pyridine-3-carboxylate
Molecular Formula: C8H9NO2
Molecular Weight: 151.162560 g/mol
Melting Point: 8-10 °C(lit.)
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 39.19 Å2
Index of Refraction: 1.506
Molar Refractivity: 40.75 cm3
Molar Volume: 137 cm3
Surface Tension: 40.6 dyne/cm
Density: 1.102 g/cm3
Flash Point: 93.3 °C
Enthalpy of Vaporization: 46.05 kJ/mol
Boiling Point: 224 °C at 760 mmHg
Vapour Pressure: 0.0934 mmHg at 25°C
Storage temp: 2-8°C
Water Solubility: miscible 
Chemical Properties: clear colourless to yellow liquid
Synonyms of Ethyl nicotinoate(CAS NO.614-18-6): nicotinic acid ethyl ester ; ethyl 3-pyridinecarboxylate ; ethyl pyridine-3-carboxylate ; ethyl nicotinate ; ethyl nicotinoate ; 3-pyridinecarboxylic acid ethyl ester ; 3-(ethoxycarbonyl)pyridine

Ethyl nicotinoate Safety Profile

Safety Information of Ethyl nicotinoate(CAS NO.614-18-6):
Hazard Codes: IrritantXi
Risk Statements: 37/38-41-36/38-36/37/38
37/38:Irritating to respiratory system and skin 
41:Risk of serious damage to eyes 
36/38:Irritating to eyes and skin 
36/37/38:Irritating to eyes, respiratory system and skin  
Safety Statements: 26-39-37/39-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
39:Wear eye/face protection 
37/39:Wear suitable gloves and eye/face protection
36:Wear suitable protective clothing   

Ethyl nicotinoate Specification

 Ethyl nicotinoate (CAS NO.614-18-6) should be stored in a cool and a tightly closed container, can be used in organic synthesis.

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