Product Name

  • Name

    2-Amino-3-picoline

  • EINECS 216-501-4
  • CAS No. 1603-40-3
  • Article Data20
  • CAS DataBase
  • Density 1.068 g/cm3
  • Solubility soluble in water
  • Melting Point 29-31 °C(lit.)
  • Formula C6H8N2
  • Boiling Point 220.9 °C at 760 mmHg
  • Molecular Weight 108.143
  • Flash Point 109.9 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance clear yellow liquid after melting
  • Safety 36/37/39-45-37/39-28A-26
  • Risk Codes 23/24/25-33-36/37/38-25
  • Molecular Structure Molecular Structure of 1603-40-3 (2-Amino-3-picoline)
  • Hazard Symbols ToxicT
  • Synonyms 3-Picoline,2-amino- (7CI,8CI);2-Amino-b-picoline;3-Methyl-2-aminopyridine;3-Methyl-2-pyridinamine;3-Methylpyridin-2-ylamine;NSC 176169;NSC 450;3-Methyl-pyridin-2-ylamine;
  • PSA 38.91000
  • LogP 1.55340

Synthetic route

2-bromo-3-picoline
3430-17-9

2-bromo-3-picoline

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine In ethylene glycol at 60℃; for 16h; Inert atmosphere;98%
N-Cyclohexyl-8-methyl-2-phenylimidazo[1,2-a]pyridin-3-amine

N-Cyclohexyl-8-methyl-2-phenylimidazo[1,2-a]pyridin-3-amine

A

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

B

N-cicloesil-α-ossofenilacetamide
724-92-5

N-cicloesil-α-ossofenilacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 96%
3-methyl-2-pyridinecarboxamide
937648-82-3

3-methyl-2-pyridinecarboxamide

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With sodium hypobromide; water; sodium hydroxide at 0 - 60℃; for 0.5h; Hofmann Rearrangement;87.8%
N-cyclohexyl-2-isopropyl-8-methylimidazo[1,2-a]pyridin-3-amine
553626-46-3

N-cyclohexyl-2-isopropyl-8-methylimidazo[1,2-a]pyridin-3-amine

A

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

B

N-cyclohexyl-3-methyl-2-oxobutanamide
32998-89-3

N-cyclohexyl-3-methyl-2-oxobutanamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 74%
N-cyclohexyl-2-ethyl-8-methylimidazo[1,2-a]pyridin-3-amine

N-cyclohexyl-2-ethyl-8-methylimidazo[1,2-a]pyridin-3-amine

A

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

B

N-cyclohexyl-2-oxobutanamide
5070-30-4

N-cyclohexyl-2-oxobutanamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 72%
2-fluoro-3-methylpyridine
2369-18-8

2-fluoro-3-methylpyridine

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;43%
3-Methylpyridine
108-99-6

3-Methylpyridine

A

(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

B

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With sodium amide; xylene
With ammonia; sodium; ethanolamine In toluene at 60 - 170℃; under 22502.3 - 41254.1 Torr; Pressure; Temperature; Autoclave; Inert atmosphere; Large scale;A 1928 g
B 144 g
3-Methylpyridine
108-99-6

3-Methylpyridine

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With sodium amide; xylene at 135 - 140℃;
With sodium amide In o-xylene Chichibabin reaction;
tetrachloromethane
56-23-5

tetrachloromethane

3-Methylpyridine
108-99-6

3-Methylpyridine

sodium amide

sodium amide

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

2,2-dimethyl-3-(3-methyl-pyridin-2-yl)-2,3-dihydro-benzo[e][1,3]oxazin-4-one

2,2-dimethyl-3-(3-methyl-pyridin-2-yl)-2,3-dihydro-benzo[e][1,3]oxazin-4-one

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With hydrogenchloride Hydrolysis;
3-picoline-N-oxide
1003-73-2

3-picoline-N-oxide

A

(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

B

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
Stage #1: 3-picoline-N-oxide With p-toluenesulfonylanhydride; tert-butylamine In various solvent(s) for 0.25h;
Stage #2: With trifluoroacetic acid In various solvent(s) at 70℃; Further stages. Title compound not separated from byproducts.;
3-picoline-N-oxide
1003-73-2

3-picoline-N-oxide

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CH2Cl2 / Heating
2: conc. HCl
View Scheme
2 chloro-3-methylpyridine
18368-76-8

2 chloro-3-methylpyridine

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); 2-[di-(3S,5S,7S)-adamantan-1-ylphosphino]-N,N-dimethylaniline; ammonia; sodium t-butanolate In 1,4-dioxane at 110 - 120℃; Buchwald-Hartwig amination; Inert atmosphere;
2 chloro-3-methylpyridine
18368-76-8

2 chloro-3-methylpyridine

A

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

B

3,3’-dimethyl-2,2’-dipyridylamine
6654-69-9

3,3’-dimethyl-2,2’-dipyridylamine

Conditions
ConditionsYield
With diphenyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; diphenyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H58NO4PPdS; C50H58NO4PPdS; ammonia; sodium t-butanolate In 1,4-dioxane at 50℃; for 24h; Inert atmosphere;
N,N,N-tri-nbutyl-N-(5-chloro-4-hydroxy-3-((3-methylpyridin-2-ylimino)methyl)benzyl)-ammonium chloride

N,N,N-tri-nbutyl-N-(5-chloro-4-hydroxy-3-((3-methylpyridin-2-ylimino)methyl)benzyl)-ammonium chloride

A

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

B

3-(3-formyl-5-chloro-4-hydroxybenzyl)-tri-nbutylammonium chloride

3-(3-formyl-5-chloro-4-hydroxybenzyl)-tri-nbutylammonium chloride

Conditions
ConditionsYield
With hydrogenchloride In water for 4h;
N,N,N-tri-nbutyl-N-(5-chloro-4-hydroxy-3-((3-methylpyridin-2-ylimino)methyl)benzyl)-ammonium hexafluorophosphate

N,N,N-tri-nbutyl-N-(5-chloro-4-hydroxy-3-((3-methylpyridin-2-ylimino)methyl)benzyl)-ammonium hexafluorophosphate

A

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

B

3-(3-formyl-5-chloro-4-hydroxybenzyl)-tri-nbutylammonium hexafluorophosphate

3-(3-formyl-5-chloro-4-hydroxybenzyl)-tri-nbutylammonium hexafluorophosphate

Conditions
ConditionsYield
With hydrogenchloride In water for 4h;
5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane
5123-13-7

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane

C10H14N2O

C10H14N2O

A

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

B

3-methyl-N-(1-phenylbutyl)pyridin-2-amine

3-methyl-N-(1-phenylbutyl)pyridin-2-amine

C

2-n-butylamino-3-methylpyridine

2-n-butylamino-3-methylpyridine

Conditions
ConditionsYield
With dodecacarbonyl-triangulo-triruthenium; isopropyl alcohol at 140℃; for 24h; Inert atmosphere; Sealed tube;A 22 %Spectr.
B 58 %Spectr.
C 14 %Spectr.
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

5-bromo-3-methyl-pyridin-2-ylamine
3430-21-5

5-bromo-3-methyl-pyridin-2-ylamine

Conditions
ConditionsYield
Stage #1: 3-methylpyridin-2-ylamine With bromine In dichloromethane at 0 - 20℃; for 4.66667h;
Stage #2: With sodium hydroxide In dichloromethane; water pH=9;
100%
With 1-butyl-3-methylpyridinium tribromide at 20℃;97%
With bromine; iodine; acetic acid at 0 - 10℃; Reagent/catalyst; Temperature;95.2%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

3-methylpiperidin-2-imine hydrochloride

3-methylpiperidin-2-imine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; platinum(IV) oxide In ethanol; water under 2068.65 Torr; for 6.5h;100%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Isophthalaldehyde
626-19-7

Isophthalaldehyde

C20H18N4
1445377-27-4

C20H18N4

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 110℃; for 17h; Dean-Stark;100%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

1-methoxy-4-(2-nitro-vinyl)-benzene
3179-10-0

1-methoxy-4-(2-nitro-vinyl)-benzene

2-(4-methoxyphenyl)-8-methyl-3-nitroimidazo[1,2-a]pyridine

2-(4-methoxyphenyl)-8-methyl-3-nitroimidazo[1,2-a]pyridine

Conditions
ConditionsYield
With pyridine; tert.-butylhydroperoxide; iodine In acetonitrile at 100℃; for 12h; Green chemistry;100%
With sodium iodide dichloride In water; N,N-dimethyl-formamide at 80℃; for 1.5h;76%
With sodium iodine dichloride In water; N,N-dimethyl-formamide at 80℃; for 1.5h;76%
With copper(II) nitrate In acetonitrile at 85℃; for 1h; Inert atmosphere; regioselective reaction;1 g
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

4-hydroxy-6-methyl-2-pyron
675-10-5

4-hydroxy-6-methyl-2-pyron

pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

2-amino-3-methylpyridinium 3-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-6-methyl-2,4-dioxo-3,4-dihydro-2H-pyran-3-ide
1367748-01-3

2-amino-3-methylpyridinium 3-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-6-methyl-2,4-dioxo-3,4-dihydro-2H-pyran-3-ide

Conditions
ConditionsYield
In chloroform for 3h; Reflux;99%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

2-amino-3-methylpyridinium 3-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-2,4-dioxochroman-3-ide
1367747-98-5

2-amino-3-methylpyridinium 3-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-2,4-dioxochroman-3-ide

Conditions
ConditionsYield
In chloroform for 3h; Reflux;99%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

2-amino-3-methylpyridinium 2-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-1,3,4-trioxo-1,2,3,4-tetrahydronaphthalen-2-ide
1367748-05-7

2-amino-3-methylpyridinium 2-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-1,3,4-trioxo-1,2,3,4-tetrahydronaphthalen-2-ide

Conditions
ConditionsYield
In chloroform for 1h; Reflux;99%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

1,1-bis(diethylphosphono)ethylene
37465-31-9

1,1-bis(diethylphosphono)ethylene

C16H30N2O6P2

C16H30N2O6P2

Conditions
ConditionsYield
In chloroform at 20℃; for 1h;99%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Bromoacetaldehyde diethyl acetal
2032-35-1

Bromoacetaldehyde diethyl acetal

8-methylimidazo[1,2-a]pyridine
874-10-2

8-methylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
With hydrogen bromide In ethanol; water at 90℃; for 26h;98%
With sodium carbonate In 1,4-dioxane; water for 22h; Cyclization; Tschitschibabin reaction; Heating;20%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

N,N'-bis-(3-methyl-pyridin-2-yl)-C-pyridin-2-yl-methanediamine

N,N'-bis-(3-methyl-pyridin-2-yl)-C-pyridin-2-yl-methanediamine

Conditions
ConditionsYield
With 4 A molecular sieve In benzene at 80℃; for 5h;98%
6-methyl-2-pyridinecarboxaldehyde
1122-72-1

6-methyl-2-pyridinecarboxaldehyde

3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

(3-Methyl-pyridin-2-yl)-[1-(6-methyl-pyridin-2-yl)-meth-(E)-ylidene]-amine

(3-Methyl-pyridin-2-yl)-[1-(6-methyl-pyridin-2-yl)-meth-(E)-ylidene]-amine

Conditions
ConditionsYield
With 4 A molecular sieve In benzene at 80℃; for 5h;98%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

1,3-dimethylbarbituric acid
769-42-6

1,3-dimethylbarbituric acid

2-amino-3-methylpyridinium 5-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-1,3-dimethyl-2,4,6-trioxohexahydropyrimidin-5-ide
1367748-03-5

2-amino-3-methylpyridinium 5-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-1,3-dimethyl-2,4,6-trioxohexahydropyrimidin-5-ide

Conditions
ConditionsYield
In chloroform for 4h; Reflux;98%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

2,9-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one
30247-65-5

2,9-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
With bismuth(III) chloride at 100℃; for 3h; Green chemistry;98%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

Cyclopropylacetylene
6746-94-7

Cyclopropylacetylene

phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

3-((1-cyclopropylvinyl)oxy)-8-methyl-2-phenylimidazo[1,2-a]pyridine

3-((1-cyclopropylvinyl)oxy)-8-methyl-2-phenylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
Stage #1: 3-methylpyridin-2-ylamine; phenylglyoxal hydrate In 1,2-dichloro-benzene at 20℃; Sealed tube;
Stage #2: Cyclopropylacetylene With copper(l) iodide In 1,2-dichloro-benzene at 120℃; for 5h; Sealed tube; regioselective reaction;
98%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

ethyl (ethoxymethylene)cyanoacetate
94-05-3

ethyl (ethoxymethylene)cyanoacetate

ethyl 2-cyano-3-(3-methyl-2-pyridylamino)acrylate

ethyl 2-cyano-3-(3-methyl-2-pyridylamino)acrylate

Conditions
ConditionsYield
In toluene at 100℃; for 0.25h;97.8%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

ibuprofen
15687-27-1

ibuprofen

2-(4-isobutylphenyl)-N-(3-methylpyridin-2-yl)propanamide

2-(4-isobutylphenyl)-N-(3-methylpyridin-2-yl)propanamide

Conditions
ConditionsYield
Stage #1: ibuprofen With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: 3-methylpyridin-2-ylamine In dichloromethane for 72h; Heating;
97%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

acetophenone
98-86-2

acetophenone

3-iodo-8-methyl-2-phenylimidazo[1,2-a]pyridine
660432-29-1

3-iodo-8-methyl-2-phenylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
With iodine; oxygen In 1,2-dichloro-benzene at 100℃; for 20h;97%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

n-octyne
629-05-0

n-octyne

phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

8-methyl-3-(oct-1-en-2-yloxy)-2-phenylimidazo[1,2-a]pyridine

8-methyl-3-(oct-1-en-2-yloxy)-2-phenylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
Stage #1: 3-methylpyridin-2-ylamine; phenylglyoxal hydrate In 1,2-dichloro-benzene at 20℃; Sealed tube;
Stage #2: n-octyne With copper(l) iodide In 1,2-dichloro-benzene at 120℃; for 5h; Sealed tube; regioselective reaction;
97%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

diethyl malonate
105-53-3

diethyl malonate

2-hydroxy-9-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
17326-09-9

2-hydroxy-9-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
at 150℃; for 24h;96.5%
at 200℃; for 2h;76%
at 170℃; for 12h; Neat (no solvent);
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

ethyl bromoacetate
105-36-2

ethyl bromoacetate

2-amino-3-methyl-1-(2-ethoxy-2-oxoethyl)-pyridin-1-ium bromide

2-amino-3-methyl-1-(2-ethoxy-2-oxoethyl)-pyridin-1-ium bromide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 8h; Inert atmosphere;96%
In tetrahydrofuran at 0 - 20℃; for 8h; Inert atmosphere;96%
In diethyl ether for 48h; Ambient temperature;82%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

phthalonitrile
91-15-6

phthalonitrile

Co(3-MeBPI)2
79062-08-1

Co(3-MeBPI)2

Conditions
ConditionsYield
With sodium hydroxide In methanol; toluene 1,2-dicyanobenzene and 2-amino-3-methylpyridine heated in oil bath to 210°C for 3 h, mixt. cooled to ambient temp., toluene added, temp.increased to 90°C, NaOH in methanol added, Co(OAc)2 in methanol added and mixt. heated for 1 h; mixt. cooled to 40°C, product filtered, washed with methanol, diethyl ether and dried;96%
With sodium hydroxide In methanol; toluene 1,2-dicyanobenzene and 2-amino-3-methylpyridine heated in oil bath to 210°C for 4 h, mixt. cooled to 210°C., toluene added, NaOH in methanol added and stirred for 5 min, Co(OAc)2 in methanol added and mixt. stirredd for 45 min; mixt. cooled to 40°C, product filtered, washed with methanol, diethyl ether and dried in vacuo at 80°C;
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

phenylacetaldehyde
122-78-1

phenylacetaldehyde

8-methyl-3-phenyl-H-imidazo[1,2-a]pyridine

8-methyl-3-phenyl-H-imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With sulfur In cyclohexane; dimethyl sulfoxide at 120℃; for 1h; Sealed tube;96%
Multi-step reaction with 2 steps
1: N-iodo-succinimide / dichloromethane / 1 h / 20 °C
2: sodium hydrogencarbonate / dichloromethane / 1.5 h
View Scheme
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

para-bromophenacyl bromide
99-73-0

para-bromophenacyl bromide

3-(4-bromophenyl)-8-methyl-H-imidazo[1,2-a]pyridine

3-(4-bromophenyl)-8-methyl-H-imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With fluconazole immobilized chloropropyl-modified Fe3O4-SiO2 core-shell nanoparticle In water at 60℃; for 2h;96%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

aconic acid
585-68-2

aconic acid

2-[9-methyl-2-oxo-2H-pyrido[1,2-a]pyrimidin-3(4H)-ylidene]acetic acid

2-[9-methyl-2-oxo-2H-pyrido[1,2-a]pyrimidin-3(4H)-ylidene]acetic acid

Conditions
ConditionsYield
In ethanol at 20℃;96%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

hex-1-yne
693-02-7

hex-1-yne

3-(hex-1-en-2-yloxy)-8-methyl-2-phenylimidazo[1,2-a]pyridine

3-(hex-1-en-2-yloxy)-8-methyl-2-phenylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
Stage #1: 3-methylpyridin-2-ylamine; phenylglyoxal hydrate In 1,2-dichloro-benzene at 20℃; Sealed tube;
Stage #2: hex-1-yne With copper(l) iodide In 1,2-dichloro-benzene at 120℃; for 5h; Sealed tube; regioselective reaction;
96%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

2-Bromo-4'-phenylacetophenone
135-73-9

2-Bromo-4'-phenylacetophenone

2-([1,1'-biphenyl]-4-yl)-8-methylimidazo[1,2-a]pyridine

2-([1,1'-biphenyl]-4-yl)-8-methylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
In water; isopropyl alcohol at 75℃; Microwave irradiation; Green chemistry;95%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

acetylene
74-86-2

acetylene

1-Vinyl-3-methyl-2-pyridone
124695-16-5

1-Vinyl-3-methyl-2-pyridone

Conditions
ConditionsYield
cadmium(II) acetate In 1,4-dioxane; water at 160 - 165℃; for 3h; autoclave;95%

2-Amino-3-picoline Chemical Properties

Molecular Structure of 2-Amino-3-methylpyridine(CAS NO.1603-40-3):

IUPAC Name: 3-methylpyridin-2-amine 
Empirical Formula: C6H8N2
Molecular Weight: 108.1411
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 0
Polar Surface Area: 16.13Å2
Index of Refraction: 1.574
Molar Refractivity: 33.4 cm3
Molar Volume: 101.2 cm3
Surface Tension: 46.9 dyne/cm
Density: 1.068 g/cm3
Flash Point: 109.9 °C
Enthalpy of Vaporization: 45.74 kJ/mol
Boiling Point: 220.9 °C at 760 mmHg
Vapour Pressure: 0.11 mmHg at 25°C
Water Solubility: Soluble
Sensitive: Hygroscopic
BRN: 107892
Melting point: 29-31 °C(lit.)
InChI
InChI=1/C6H8N2/c1-5-3-2-4-8-6(5)7/h2-4H,1H3,(H2,7,8)
Smiles
c1(c(nccc1)N)C
EINECS: 216-501-4
Product Categories: Variousamine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine series; Pyridine; Pyridines derivates

2-Amino-3-picoline Toxicity Data With Reference

1.    

orl-rat LD50:100 mg/kg

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,841.
2.    

ihl-rat LCLo:650 ppm/6H

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,841.
3.    

scu-mus LD50:36 mg/kg

    AJEBAK    Australian Journal of Experimental Biology and Medical Science. 36 (1958),491.
4.    

ivn-mus LD50:10 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#01585 .
5.    

skn-gpg LD50:200 mg/kg

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,841.

 

2-Amino-3-picoline Consensus Reports

Reported in EPA TSCA Inventory.

2-Amino-3-picoline Safety Profile

Poison by ingestion, skin contact, subcutaneous, and intravenous routes. Moderately toxic by inhalation. Combustible. When heated to decomposition it emits toxic fumes of NOx.
Other safty informations about 2-Amino-3-methylpyridine(CAS NO.1603-40-3):
Hazard Codes: T (Toxic)
Risk Statements:
R 23/24/25:Toxic by inhalation, in contact with skin and if swallowed
R33:Take precautionary measures against static discharges
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
S28:After contact with skin, wash immediately with plenty of water.
S26 :In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3

2-Amino-3-picoline Specification

  2-Amino-3-methylpyridine, with CAS number of 1603-40-3, can be called 2-Amino-3-picoline ; 2-Amino-beta-picoline ; 3-Methyl-2-aminopyridine ; 3-Methyl-2-pyridinamine ; Pyridine, 2-amino-3-methyl- . It is a clear yellow liquid after melting. 2-Amino-3-methylpyridine(CAS NO.1603-40-3) can be used as pharmaceutical raw materials and intermediates.

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