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2-Amino-3-methylpyridine
Cas No: 1603-40-3
No Data 1 Kilogram Metric Ton/Day Shanghai FWD Chemicals ltd Contact Supplier
2-Amino-3-picoline
Cas No: 1603-40-3
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality 2-Amino-3-Picoline supplier in China
Cas No: 1603-40-3
No Data No Data 30 Metric Ton/Month Simagchem Corporation Contact Supplier
High quality 2-Amino-3-picoline with best price cas:1603-40-3
Cas No: 1603-40-3
USD $ 250.0-350.0 / Kilogram 1 Kilogram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
2-amino-3-picoline
Cas No: 1603-40-3
USD $ 1.0-2.0 / Metric Ton 1 Metric Ton 500 Metric Ton/Week Hebei yanxi chemical co.,LTD. Contact Supplier
2-Amino-3-picoline Cas 1603-40-3
Cas No: 1603-40-3
No Data 1 Kilogram 100 Metric Ton/Year Wuhan Fortuna Chemical Co.,Ltd Contact Supplier
2-Amino-3-picoline
Cas No: 1603-40-3
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
2-Amino-3-picoline
Cas No: 1603-40-3
No Data 1 Gram 20 Metric Ton/Month Henan Allgreen Chemical Co.,Ltd Contact Supplier
2-Amino-3-picoline
Cas No: 1603-40-3
No Data No Data Metric Ton/Day ORCHID CHEMICAL SUPPLIES LTD Contact Supplier
2-Amino-3-picoline
Cas No: 1603-40-3
USD $ 2.0-2.0 / Gram 1 Gram 50 Metric Ton/Month Jinan Finer Chemical Co., Ltd Contact Supplier

1603-40-3 Usage

Chemical Properties

2-Amino-3-picoline is CLEAR YELLOW LIQUID AFTER MELTING

Uses

2-Amino-3-picoline is used in the synthesis of ketones from aldehydes.

Synthesis Reference(s)

Journal of the American Chemical Society, 95, p. 4453, 1973 DOI: 10.1021/ja00794a070

Hazard

Toxic by ingestion.

Purification Methods

Recrystallise the picoline three times from *benzene, most of the residual *benzene being removed from the crystals by standing over paraffin wax chips in an evacuated desiccator. The amine is also transferred to a separating funnel under N2, and left in contact with NaOH pellets for 3hours with occasional shaking. It is then placed in a vacuum distilling flask where it is refluxed gently in a stream of dry N2 before fractionally distilling it. [Mod et al. J Phys Chem 60 1651 1956, Beilstein 22/9 V 212].
InChI:InChI=1/C6H8N2/c1-5-3-2-4-8-6(5)7/h2-4H,1H3,(H2,7,8)/p+1

1603-40-3 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A10224)  2-Amino-3-methylpyridine, 97%    1603-40-3 25g 256.0CNY Detail
Alfa Aesar (A10224)  2-Amino-3-methylpyridine, 97%    1603-40-3 100g 405.0CNY Detail
Alfa Aesar (A10224)  2-Amino-3-methylpyridine, 97%    1603-40-3 500g 1699.0CNY Detail
Aldrich (A75633)  2-Amino-3-methylpyridine  95% 1603-40-3 A75633-100G 451.62CNY Detail
Aldrich (A75633)  2-Amino-3-methylpyridine  95% 1603-40-3 A75633-500G 1,719.90CNY Detail

1603-40-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Amino-3-picoline

1.2 Other means of identification

Product number -
Other names 3-methylpyridin-2-amine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1603-40-3 SDS

1603-40-3Synthetic 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%
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