3-Aminopyridine supplier | CasNO.462-08-8

Name
3-Aminopyridine
EINECS 207-322-2
CAS No. 462-08-8
Article Data198
CAS DataBase
Density 1.107 g/cm³
Solubility It is soluble in water as well as soluble in alcohol, benzene.
Melting Point 60-63 ºC(lit.)
Formula C₅H₆N₂
Boiling Point 251 ºC at 760 mmHg
Molecular Weight 94.116
Flash Point 126 ºC
Transport Information UN 2671 6.1/PG 2
Appearance white to light yellow crystal powder
Safety 36/37/39-45-28-26
Risk Codes 23/24/25-33-36/37/38
Molecular Structure
Hazard Symbols Xi,T
Synonyms pyridin-3-amine;Amino-3 pyridine;3-Pyridinamine;;3-Amino Pyridine;3-Pyridylamine;Pyridine, 3-amino-;beta-Aminopyridine;
PSA 38.91000
LogP 1.24500

Synthetic route

: 2530-26-9
3-nitropyridine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With hydrogen In ethyl acetate at 20℃; under 7600.51 Torr; for 6h; Autoclave;	99%
With 0.2C27H36N2*Pt; hydrogen In tetrahydrofuran at 60℃; under 3000.3 Torr; for 5h; chemoselective reaction;	99%
With hydrogen In ethyl acetate under 760.051 Torr; for 2h; Heating; Flow reactor; Green chemistry;	99%

: 4548-45-2
2-chloro-5-nitropyridine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With cyclohexa-1,4-diene; 5%-palladium/activated carbon In methanol at 120℃; for 0.0833333h; Microwave irradiation;	99%
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;	89%
With ethanol; palladium Hydrogenation;

: 5470-18-8
2-Chloro-3-nitropyridine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With cyclohexa-1,4-diene; 5%-palladium/activated carbon In methanol at 120℃; for 0.0833333h; Microwave irradiation;	99%
With hydrazine hydrate In ethanol at 70℃; for 4h; chemoselective reaction;	95%
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;	84%
With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate In methanol at 20℃; under 760.051 Torr; for 2h; Sealed tube; chemoselective reaction;	100 %Spectr.

: 98-92-0
nicotinamide

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With sodium hypochlorite In water at 0 - 5℃;	94.1%
With sodium hypochlorite at 5 - 10℃; Temperature;	92.3%
With sodium hydroxide; bromine r.t., 30 min.; then 65-75 deg C, 2 h;	62%

: 1657-32-5
3-aminopyridine-N-oxide

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With titanium tetrachloride; tin(ll) chloride In diethyl ether for 0.5h; Ambient temperature;	94%

: 626-60-8
3-Chloropyridine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 6h;	94%
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;	94%
With C46H71Cl3N2Pd; ammonia; sodium t-butanolate In 1,4-dioxane at 100℃; for 16h; Inert atmosphere; Schlenk technique;	88%

: 1120-90-7
3-iodopyridine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With iron(III) oxide; sodium hydroxide; copper(l) iodide; ammonia In ethanol; water at 90℃; for 16h;	94%
With [N,N'-bis(5-sulfonatosalicylidene)-1,2-diaminoethane]copper disodium salt; ammonia; sodium hydroxide In water at 120℃; for 12h; sealed tube;	94%
With copper(I) oxide; ammonium hydroxide; C17H14N2O3; potassium hydroxide In ethanol at 60℃; for 24h; Schlenk technique; Inert atmosphere;	93%

: 100-54-9
pyridine-3-carbonitrile

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With sodium hypochlorite; sodium hydroxide In water at 5 - 20℃; Temperature;	93.8%
Multi-step reaction with 2 steps 1: manganese(IV) oxide / ethanol; water / 6 h / 85 °C 2: sodium hydroxide; sodium hypochlorite / 6 h / 90 °C View Scheme

: 626-55-1
3-Bromopyridine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With [N,N'-bis(5-sulfonatosalicylidene)-1,2-diaminoethane]copper disodium salt; ammonia; sodium hydroxide In water at 120℃; for 12h; sealed tube;	93%
Stage #1: 3-Bromopyridine With copper(l) iodide; potassium carbonate; L-proline In dimethyl sulfoxide Inert atmosphere; Stage #2: With ammonium hydroxide In dimethyl sulfoxide at 90℃; for 12h; Inert atmosphere;	93%
With oxalic acid hydrazide; ammonium hydroxide; tetrabutylammomium bromide; potassium carbonate; 2,5-hexanedione; copper(II) oxide In water at 90℃; for 1.33333h;	90%

: 5867-45-8
N-(pyridin-3-yl)acetamide

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
Stage #1: N-(pyridin-3-yl)acetamide With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.05h; Inert atmosphere; Stage #2: With water In tetrahydrofuran Inert atmosphere;	89%

: 4487-59-6
2-bromo-5-nitropyridine

A: 462-08-8
pyridin-3-ylamine

B: 13534-97-9
6-bromopyridine-3-amine

Conditions

Conditions	Yield
With hydrogen In water; toluene at 50℃; under 4500.45 Torr; for 5h; Reagent/catalyst;	A 11.5% B 88.5%
With 1% platinum on charcoal; hydrogen; sodium carbonate In water; toluene at 50℃; under 4500.45 Torr; for 5h; Catalytic behavior; Reagent/catalyst;
With hydrogen; NE-01M02; sodium carbonate In water; toluene at 50℃; under 4500.45 Torr; for 5h; Catalytic behavior; Reagent/catalyst;
With platinum on activated charcoal; hydrogen; sodium carbonate In water; toluene at 50℃; under 4500.45 Torr; for 5h; Reagent/catalyst;

: 10296-29-4
3-azidopyridine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With iron In water at 20℃; Inert atmosphere;	88%

: 63458-55-9
N-monochloronicotinamide

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
Stage #1: N-monochloronicotinamide In water at 90℃; for 1.5h; Stage #2: With hydrogenchloride In water at 15 - 50℃; Product distribution / selectivity;	86%

: 2,4,6-tris(pyridin-3-yloxy)-1,3,5-triazine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With ammonium sulfate; bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate at 100 - 110℃; for 12h;	85%

: 170839-31-3
benzyl N-(pyridin-3-yl)carbamate

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;	78%
With hydrogenchloride; water

: 626-55-1
3-Bromopyridine

: 1336-21-6
ammonium hydroxide

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; potassium phosphate tribasic heptahydrate; water; Sucrose In water at 90℃; for 15h; Catalytic behavior; Green chemistry;	75%

: 1462-86-8
3-amino-pyridine-2-carboxylic acid

: 87-13-8
diethyl 2-ethoxymethylenemalonate

A: 462-08-8
pyridin-3-ylamine

B: 14029-71-1
2-(pyridin-3-yl)aminomethylene-malonic acid diethyl ester

Conditions

Conditions	Yield
at 140 - 150℃; for 12h;	A n/a B 63%

...Expand

: N-allyl-3-pyridylamine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With methanesulfonic acid; palladium on activated charcoal In ethanol Heating;	63%

: 25604-13-1
succinic acid 3-pyridylmonoamide

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With ammonium peroxydisulfate; silver nitrate; trifluoroacetic acid In water at 70℃; for 6h;	60%

: 18364-47-1
N-methyl-N-(3-pyridyl)amine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With piperidine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile In acetonitrile at -78℃; for 72h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;	60%

: 56700-70-0
3-(tert-butoxycarbonylamino)pyridine

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With silica gel In dichloromethane for 0.05h; Irradiation;	56%

: 4122-56-9
methyl o-formylbenzoate

: 157562-24-8
3-aminopicolinic acid trimethylsilyl ester

A: 462-08-8
pyridin-3-ylamine

B: methyl 2-pyridin-3-yliminomethylbenzoate

Conditions

Conditions	Yield
In xylene at 140 - 145℃; for 18h;	A 49% B 50%

...Expand

: 1462-86-8
3-amino-pyridine-2-carboxylic acid

: 611-10-9
2-ethoxycarbonyl-1-cyclopentanone

A: 462-08-8
pyridin-3-ylamine

B: 61319-84-4
ethyl 2-(3-pyridylamino)-1-cyclopentene-1-carboxylate

C: 2-oxo-N-(3-pyridyl)cyclopentanecarboxamide

D: N-(3-pyridyl)-2-(3-pyridylamino)-1-cyclopentane-1-carboxamide

Conditions

Conditions	Yield
at 150℃; for 20h;	A n/a B 50% C 13% D 36%

...Expand

: 157562-25-9
3-(3-oxobutylamido)picolinic acid

A: 462-08-8
pyridin-3-ylamine

B: 39642-60-9
N,N′-bis(m-pyridyl)urea

Conditions

Conditions	Yield
In 1,3,5-trimethyl-benzene at 160℃; for 15h;	A 47% B 47%

: 1200348-25-9
C9H11N2O2(1-)*K(1+)

A: 96-48-0
4-butanolide

B: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With ammonium peroxydisulfate; silver nitrate; trifluoroacetic acid In water at 70℃; for 6h;	A 40% B 45%

: 109-00-2
3-HYDROXYPYRIDINE

: 462-08-8
pyridin-3-ylamine

Conditions

Conditions	Yield
With sodium tetrahydroborate; 5%-palladium/activated carbon; hydrazine hydrate; lithium hydroxide In 1,4-dioxane at 170℃; for 16h; Molecular sieve; Inert atmosphere;	45%

: 626-55-1
3-Bromopyridine

: 765-30-0
Cyclopropylamine

A: 462-08-8
pyridin-3-ylamine

B: N-cyclopropyl-3-pyridinamine

Conditions

Conditions	Yield
With copper(l) iodide; cesium acetate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;	A 17% B 42%

...Expand

: 462-08-8
pyridin-3-ylamine

: 109-00-2
3-HYDROXYPYRIDINE

Conditions

Conditions	Yield
Stage #1: pyridin-3-ylamine With sulfuric acid at 20℃; Cooling with ice; Stage #2: With sodium nitrite In water Reflux;	100%
With sulfuric acid Diazotization;
With sulfuric acid; water; sodium nitrite at 0℃; Erwaermen des Reaktionsgemisches auf 50grad;
With sulfuric acid; water; sodium nitrite at 0℃; Erwaermen des Reaktionsgemisches auf 80grad.;

: 462-08-8
pyridin-3-ylamine

: 116-11-0
2-Methoxypropene

: 32405-72-4
3-Pyridinyl(1-methylethylidene)amine

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate; triethylamine In chloroform at 100℃; for 9h;	100%

: 462-08-8
pyridin-3-ylamine

: 42166-50-7
3-hydrazinopyridine

Conditions

Conditions	Yield
Stage #1: pyridin-3-ylamine With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.583333h; Stage #2: With hydrogenchloride; tin(ll) chloride In water at 0 - 10℃; for 1.5h;	100%
Stage #1: pyridin-3-ylamine With hydrogenchloride; sodium nitrite In water at 5℃; for 0.75h; Stage #2: With hydrogenchloride; tin(ll) chloride In water at 0 - 10℃; for 1.5h; Stage #3: With sodium hydroxide In water at 0 - 10℃; Product distribution / selectivity;	83%
Stage #1: pyridin-3-ylamine With hydrogenchloride; sodium nitrite In water for 0.75h; Stage #2: With tin(ll) chloride In water at 5℃; for 1.5h; Stage #3: With sodium hydroxide In water	83%

: 462-08-8
pyridin-3-ylamine

: bis(3-aminopyridinium) hexafluorosilicate

Conditions

Conditions	Yield
With fluorosilicic acid In methanol	100%

: 462-08-8
pyridin-3-ylamine

: C30H16F6O7

: C40H24F6N4O5

Conditions

Conditions	Yield
at 200℃; for 0.05h;	100%

: 462-08-8
pyridin-3-ylamine

: 2-(4-isocyanatophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 874298-19-8
4-(3-pyridyl)ureido-phenylboronic acid pinacol ester

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 20℃; for 2.5h;	100%
In tetrahydrofuran at 20℃; for 6h;	94.3%
In tetrahydrofuran at 20℃; for 6h;	94.3%
In tetrahydrofuran; toluene at 20℃; for 16h;	93%
In 1,2-dimethoxyethane

: 462-08-8
pyridin-3-ylamine

: 17823-69-7
2-cyano-3,3-bis(methylthio)acrylamide

: 1456732-10-7
2-cyano-3-(methylthio)-3-(pyridin-3-ylamino)acrylamide

Conditions

Conditions	Yield
In ethanol at 75℃; for 18h;	100%

: 462-08-8
pyridin-3-ylamine

: 24801-88-5
3-(triethoxypropyl) isocyanate

: 1-(pyridin-3-yl)-3-(3-(triethoxysilyl)propyl)urea

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 48h;	100%

: 462-08-8
pyridin-3-ylamine

: 71091-89-9
n-octyl triflate

: 3-amino-1-(1-octyl)pyridinium triflate

Conditions

Conditions	Yield
In dichloromethane at 20℃;	100%

: 462-08-8
pyridin-3-ylamine

: 1238056-80-8
pentafluorophenyl indirubin-5-carboxylate

: 1238056-92-2
5-[N-(pyridin-3-yl)aminocarbonyl]indirubin

Conditions

Conditions	Yield
With dmap In 1,4-dioxane Inert atmosphere; Reflux;	99.9%

: 462-08-8
pyridin-3-ylamine

: 3320-86-3
2-nitrophenyl isocyanate

: 1-(2-nitrophenyl)-3-(pyridin-3-yl)urea

Conditions

Conditions	Yield
In acetonitrile at 100℃; for 0.833333h; Microwave irradiation;	99.4%

: 462-08-8
pyridin-3-ylamine

: 3282-30-2
pivaloyl chloride

: 70298-88-3
N-(pyridin-3-yl)pivalamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; diethyl ether for 1h; Ambient temperature;	99%
	96%
With pyridine; dmap In dichloromethane at 0℃; for 2h; Temperature; Concentration;	95.5%

: 462-08-8
pyridin-3-ylamine

: 2258-42-6
Acetic formic anhydride

: 22236-96-0
3-N-formylaminopyridine

Conditions

Conditions	Yield
In tetrahydrofuran at -20℃; for 0.25h;	99%

: 462-08-8
pyridin-3-ylamine

: 623-00-7
4-bromobenzenecarbonitrile

: 189100-30-9
4-(pyridin-3-ylamino)benzonitrile

Conditions

Conditions	Yield
With sodium phenoxide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 170℃; for 2h; microwave irradiation;	99%

: 462-08-8
pyridin-3-ylamine

: 196314-83-7
1-(isocyanatoethyl)-1,2-closo-dodecaborane

: 196314-53-1
1-((3'-pyridinylcarbamido)ethyl)-o-carborane

Conditions

Conditions	Yield
In acetonitrile absence of air and moisture; equimolar amts., stirring at room temp. up to 24 h; solvent removal, recrystn. or chromy. (not specified);	99%

: 462-08-8
pyridin-3-ylamine

: 158365-49-2
N-chlorosulfonyl-L-proline benzyl ester

: AG-027011

Conditions

Conditions	Yield
With 3,5-Lutidine In dichloromethane at 25℃;	99%

: 462-08-8
pyridin-3-ylamine

: 1311568-99-6
1-{3-[(tert-butoxycarbonyl)amino]propyl}-2-(trimethoxymethyl)-1H-benzimidazole-6-carboxylic acid

: 1311569-35-3
tert-butyl {3-[6-(pyridin-3-ylcarbamoyl)-2-(trimethoxymethyl)-1H-benzimidazol-1-yl]propyl}carbamate

Conditions

Conditions	Yield
Stage #1: 1-{3-[(tert-butoxycarbonyl)amino]propyl}-2-(trimethoxymethyl)-1H-benzimidazole-6-carboxylic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In N,N-dimethyl-formamide for 0.166667h; Stage #2: pyridin-3-ylamine With triethylamine In N,N-dimethyl-formamide at 45℃; for 20h;	99%

: 462-08-8
pyridin-3-ylamine

: 100-55-0
3-hydroxymethylpyridin

: 78675-94-2
N-(pyridin-3-ylmethyl)pyridin-3-amine

Conditions

Conditions	Yield
With potassium hydroxide at 130℃; for 25h; Schlenk technique; Inert atmosphere;	99%

: 462-08-8
pyridin-3-ylamine

: 105-13-5
4-Methoxybenzyl alcohol

: N-(4-methoxybenzyl)pyridine-3-amine

Conditions

Conditions	Yield
With potassium hydroxide at 130℃; for 25h; Schlenk technique; Inert atmosphere;	99%
With potassium tert-butylate; benzonitrile In 1,4-dioxane at 120℃; for 15h; Inert atmosphere; Glovebox; Sealed tube;	82%
With samarium diiodide; potassium tert-butylate In tetrahydrofuran; toluene at 140℃; for 1h; Microwave irradiation; Inert atmosphere;	78%
With [(NH-C3H5)Tr(NHP(iPr)2)2CoCl2]; potassium tert-butylate In toluene at 80℃; for 24h;	61%

: 462-08-8
pyridin-3-ylamine

: 73831-13-7
4-cyano-3-methylbenzoic acid

: 4-cyano-3-methyl-N-(3-pyridinyl)benzamide

Conditions

Conditions	Yield
Stage #1: 4-cyano-3-methylbenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 20 - 66℃; for 3h; Stage #2: pyridin-3-ylamine With pyridine at 20℃; for 16h;	99%

: 462-08-8
pyridin-3-ylamine

: C25H27ClO6

: C30H31ClN2O5

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 24h;	99%

: 462-08-8
pyridin-3-ylamine

: 34259-99-9
4-bromo-1,3-thiazole

: N-(pyridin-3-yl)thiazol-4-amine

Conditions

Conditions	Yield
With [COD(Pd-AlPhos)2]; 1,8-diazabicyclo[5.4.0]undec-7-ene In tert-butyl methyl ether at 20℃; for 3h; Reagent/catalyst; Inert atmosphere; Sealed tube; Schlenk technique;	99%

: 462-08-8
pyridin-3-ylamine

: 55162-34-0
1-bromo-4-(2-chloroethoxy)benzene

: N-(4-(2-chloroethoxy)phenyl)pyridin-3-amine

Conditions

Conditions	Yield
With [COD(Pd-AlPhos)2]; 1,8-diazabicyclo[5.4.0]undec-7-ene In tert-butyl methyl ether at 20℃; for 3h; Inert atmosphere; Sealed tube; Schlenk technique;	99%

: 462-08-8
pyridin-3-ylamine

: 4-(4-(4-(4-(((6aS)-5-((allyloxy)carbonyl)-2-methoxy-12-oxo-6-((tetrahydro-2H-pyran-2-yl)oxy)-5,6,6a,7,8,9,10,12-octahydrobenzo[e]pyrido[1,2-a][1,4] diazepin-3-yl)oxy)butanamido)-1-methyl-1H-pyrrole-2- carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylic acid

: allyl (6aS)-2-methoxy-3-(4-((1-methyl-5-((4-(1-methyl-5-(pyridin-3- ylcarbamoyl)-1H-pyrrol-3-yl)phenyl)carbamoyl)-1H-pyrrol-3-yl)amino)-4- oxobutoxy)-12-oxo-6-((tetrahydro-2H-pyran-2-yl)oxy)-6,6a,7,8,9,10- hexahydrobenzo[e]pyrido[1,2-a][1,4]diazepine-5(12H)-carboxylate

Conditions

Yield

Stage #1: 4-(4-(4-(4-(((6aS)-5-((allyloxy)carbonyl)-2-methoxy-12-oxo-6-((tetrahydro-2H-pyran-2-yl)oxy)-5,6,6a,7,8,9,10,12-octahydrobenzo[e]pyrido[1,2-a][1,4] diazepin-3-yl)oxy)butanamido)-1-methyl-1H-pyrrole-2- carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylic acid With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 0.25h;
Stage #2: pyridin-3-ylamine In dichloromethane at 20℃; for 16h;

99%

: 462-08-8
pyridin-3-ylamine

: 87-13-8
diethyl 2-ethoxymethylenemalonate

: 14029-71-1
2-(pyridin-3-yl)aminomethylene-malonic acid diethyl ester

Conditions

Conditions	Yield
at 150℃;	98%
In ethanol Reflux;	97%
In ethanol for 24h; Reflux;	96%

: 462-08-8
pyridin-3-ylamine

: 1943-83-5
2-chloroethyl isothiocyanate

: 13908-58-2
1-(2-chloro-ethyl)-3-pyridin-3-yl-urea

Conditions

Conditions	Yield
In toluene at 0 - 20℃; for 5.5h;	98%
In toluene at 0 - 20℃; for 5.5h;	98%
In tetrahydrofuran for 1.5h; Ambient temperature;	81%

: 462-08-8
pyridin-3-ylamine

: 79-04-9
chloroacetyl chloride

: 78205-18-2
2-chloro-N-(pyridine-3-yl)acetamide

Conditions

Conditions	Yield
In acetone at 0℃;	98%
With triethylamine In dichloromethane at 0 - 20℃;	83%
With sodium hydroxide In water at 20℃;	48%

3-Aminopyridine Consensus Reports

Reported in EPA TSCA Inventory.

3-Aminopyridine Standards and Recommendations

DOT Classification: 6.1; Label: Poison

3-Aminopyridine Specification

The 3-Aminopyridine, with the CAS registry number 462-08-8, is also known as 3-Pyridinamine. It belongs to the product categories of Fine Chemical & Intermediates; Pyridine; Organics; Pyridine Series; Pyridines Derivates. Its EINECS registry number is 207-322-2. This chemical's molecular formula is C₅H₆N₂ and molecular weight is 94.11. What's more, both its IUPAC name and systematic name are the same which is called Pyridin-3-amine. 3-Aminopyridine is an aminopyridine. This chemical can be prepared by nicotinamide.

Physical properties about 3-Aminopyridine are: (1)# of Rule of 5 Violations: 0; (2)#H bond acceptors: 2; (3)#H bond donors: 2; (4)#Freely Rotating Bonds: 1; (5)Polar Surface Area: 38.91 Å²; (6)Index of Refraction: 1.587; (7)Molar Refractivity: 28.58 cm³; (8)Molar Volume: 84.9 cm³; (9)Surface Tension: 51.2 dyne/cm; (10)Density: 1.107 g/cm³; (11)Flash Point: 126 °C; (12)Enthalpy of Vaporization: 48.83 kJ/mol; (13)Boiling Point: 251 °C at 760 mmHg; (14)Vapour Pressure: 0.021 mmHg at 25 °C.

Uses of 3-Aminopyridine: (1) it is used for intermediates of medicine and dye and it also can be used as analytical reagent; (2) it is used to produce other chemicals. For example, it can react with Formaldehyde to get Dimethyl-pyridin-3-yl-amine. The reaction occurs with reagents H₂SO₄ and zinc-powder.

3-Aminopyridine can react with Formaldehyde to get Dimethyl-pyridin-3-yl-amine.

When you are dealing with this chemical, you should be very careful. This chemical is toxic by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. Therefore, you could take off immediately all contaminated clothing. And you must wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: Nc1cccnc1
(2) InChI: InChI=1S/C5H6N2/c6-5-2-1-3-7-4-5/h1-4H,6H2
(3) InChIKey: CUYKNJBYIJFRCU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
bird - wild	LD50	oral	13300ug/kg (13.3mg/kg)		Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
mouse	LD50	intracrebral	4mg/kg (4mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Australian Journal of Experimental Biology and Medical Science. Vol. 36, Pg. 365, 1958.
mouse	LD50	intraperitoneal	28mg/kg (28mg/kg)		Journal of Medicinal Chemistry. Vol. 8, Pg. 296, 1965.
mouse	LD50	intravenous	24mg/kg (24mg/kg)		Annales Pharmaceutiques Francaises. Vol. 26, Pg. 345, 1968.
mouse	LD50	subcutaneous	30mg/kg (30mg/kg)		Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 226, Pg. 163, 1955.
quail	LD50	oral	178mg/kg (178mg/kg)		Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

Product Name

3-Aminopyridine

Synthetic route

3-Aminopyridine Consensus Reports

3-Aminopyridine Standards and Recommendations

3-Aminopyridine Specification

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