Product Name

  • Name

    2-Amino-4-chloropyridine

  • EINECS -0
  • CAS No. 19798-80-2
  • Article Data32
  • CAS DataBase
  • Density 1.327 g/cm3
  • Solubility
  • Melting Point 126-127 °C
  • Formula C5H5ClN2
  • Boiling Point 240.793 °C at 760 mmHg
  • Molecular Weight 128.561
  • Flash Point 99.428 °C
  • Transport Information
  • Appearance light yellow cryst
  • Safety 26
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 19798-80-2 (2-Amino-4-chloropyridine)
  • Hazard Symbols IrritantXi,HarmfulXn
  • Synonyms 4-chloro-1H-pyridin-2-amine;4-Chloro-pyridin-2-ylamine;4-chloro-2-aminopyridine;4-chloropyridin-2-amine;4-Chloro-2-amine-pyridine;2-Amino-4-chloro pyridine/2-Amino-6-chloro pyridine;4-Chloro-2-amine-pyridin;
  • PSA 38.91000
  • LogP 1.89840

Synthetic route

tert-butyl (4-chloropyridin-2-yl) carbamate
130721-78-7

tert-butyl (4-chloropyridin-2-yl) carbamate

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 20℃; for 18h;100%
With hydrogenchloride In 1,4-dioxane at 20℃; for 18h;99%
With trifluoroacetic acid In dichloromethane at 20℃;90%
With hydrogen bromide for 2h;87%
With hydrogen bromide for 2h; Ambient temperature;
2,2-dimethyl-3-(4-chloropyrid-2-yl)-4-oxo-4H-1,3-benzoxazine
74405-00-8

2,2-dimethyl-3-(4-chloropyrid-2-yl)-4-oxo-4H-1,3-benzoxazine

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
With hydrogenchloride for 8h; Heating;95%
With hydrogenchloride Hydrolysis;
4-chloropicolinamide
99586-65-9

4-chloropicolinamide

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
With bromine; potassium hydroxide In water at 90℃; for 2h; Cooling with ice;84%
With calcium hypochlorite In water at 60 - 80℃; Temperature;81%
With sodium hydroxide; bromine In water at 80℃; for 1.5h; Hofmann Degradation;64%
methyl 4-chloropyridine-2-carboxylate hydrochloride

methyl 4-chloropyridine-2-carboxylate hydrochloride

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
With hydrazine hydrate; sodium nitrite In hydrogenchloride; methanol; water; acetic acid44%
With hydrazine hydrate; acetic acid; sodium nitrite In hydrogenchloride; methanol; water37 g (60%)
2,4-dichloropyridine
26452-80-2

2,4-dichloropyridine

A

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

B

4-Amino-2-chloropyridine
14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
With ammonium hydroxide at 170 - 180℃;
With ammonium hydroxide at 180℃;
4-chloro-pyridine-2-carbonyl azide
187973-17-7

4-chloro-pyridine-2-carbonyl azide

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
With acetic acid
N-(4-chloro-2-pyridyl)-1-(2-pyridyl)-1-chloroacetamide

N-(4-chloro-2-pyridyl)-1-(2-pyridyl)-1-chloroacetamide

A

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

B

α-chloro-(2-pyridyl)acetic acid

α-chloro-(2-pyridyl)acetic acid

Conditions
ConditionsYield
With hydrogenchloride at 60℃; for 3h;A 70 mg
B 45 mg
4-chloro-2-pyridinylisocyanate
1026394-00-2

4-chloro-2-pyridinylisocyanate

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
With hydrogenchloride for 48h; Heating; Yield given;
4-chloropyridine-2-carbohydrazide
73771-11-6

4-chloropyridine-2-carbohydrazide

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; sodium nitrite 1.) water, 15 min, 2.) water, heating; Yield given. Multistep reaction;
2,4-dichloropyridine
26452-80-2

2,4-dichloropyridine

ammonium hydroxide

ammonium hydroxide

A

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

B

4-Amino-2-chloropyridine
14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
at 180℃;
C9H13ClN2

C9H13ClN2

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane; chloroform at 70℃;
4-chloropyridine N-oxide
1121-76-2

4-chloropyridine N-oxide

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Ts2O / CHCl3; CH2Cl2 / 0.25 h
2: TFA / CHCl3; CH2Cl2 / 70 °C
View Scheme
Multi-step reaction with 2 steps
1: CH2Cl2 / Heating
2: conc. HCl
View Scheme
Multi-step reaction with 2 steps
1: 90 percent / CHCl3 / 4 h / Heating
2: 95 percent / conc. HCl / 8 h / Heating
View Scheme
4-nitraminopyridine N-oxide
1124-33-0

4-nitraminopyridine N-oxide

zinc-powder

zinc-powder

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 20 percent / 1,2-dichloro-ethane / 12 h / Heating
2: 90 percent / CHCl3 / 4 h / Heating
3: 95 percent / conc. HCl / 8 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 8 percent / 1,2-dichloro-ethane / 12 h / Heating
2: 95 percent / conc. HCl / 8 h / Heating
View Scheme
4-chloropicolinic acid
5470-22-4

4-chloropicolinic acid

4-chloro-6-oxy-picolinic acid

4-chloro-6-oxy-picolinic acid

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diphenylphosphoryl azide, triethylamine / 26 h / Heating
2: 25percent HBr / 2 h / Ambient temperature
View Scheme
4-nitraminopyridine N-oxide
1124-33-0

4-nitraminopyridine N-oxide

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuryl chloride / 110 °C
2: aqueous NH3 / 180 °C
View Scheme
3-deazauracil
626-03-9

3-deazauracil

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphoryl chloride / 140 °C
2: aqueous NH3 / 180 °C
View Scheme
2-(methylcarboxylate)-4-chloro-pyridine

2-(methylcarboxylate)-4-chloro-pyridine

2-picolinic acid hydrochloride
636-80-6

2-picolinic acid hydrochloride

methyl 4-chloropyridine-2-carboxylate hydrochloride

methyl 4-chloropyridine-2-carboxylate hydrochloride

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
With thionyl chloride; acetic acid; hydrazine; sodium nitrite In methanol; water
5-bromo-4-chloro-pyridin-2-ylamine
942947-94-6

5-bromo-4-chloro-pyridin-2-ylamine

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

A

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

B

4-chloro-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))-2-pyridylamine
944401-60-9

4-chloro-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))-2-pyridylamine

Conditions
ConditionsYield
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 115℃; for 6.25h; Heating / reflux;
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 115℃; for 6h; Inert atmosphere;
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 115℃; for 6h; Inert atmosphere;
2-Picolinic acid
98-98-6

2-Picolinic acid

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium bromide; thionyl chloride / chlorobenzene / 20.5 h / 50 - 85 °C
2.1: toluene / 1.5 h / 0 - 15 °C
3.1: ammonium hydroxide / 3 h / 20 °C
4.1: bromine; sodium hydroxide / water / 5 h / 20 - 80 °C
4.2: pH 12 - 13
View Scheme
Multi-step reaction with 4 steps
1.1: thionyl chloride / 72 h / Reflux
2.1: toluene / 1 h / 0 - 5 °C
3.1: water / 0.25 h
3.2: 1 h / 20 °C
4.1: sodium hydroxide; bromine / water / 0.58 h / 0 - 5 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium bromide / thionyl chloride / Reflux
1.2: 20 °C
2.1: calcium hypochlorite / water / 60 - 80 °C
View Scheme
Multi-step reaction with 4 steps
1: thionyl chloride / Heating / reflux
2: lithium hydroxide; water / tetrahydrofuran / 20 °C
3: diphenyl phosphoryl azide; triethylamine / toluene / 3.5 h / 65 - 100 °C
4: trifluoroacetic acid / dichloromethane / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium bromide; thionyl chloride / 16 h / Reflux
2: ammonium hydroxide / 18 h / 0 - 20 °C
3: bromine; sodium hydroxide / water / 3.5 h / -10 - 100 °C
View Scheme
4-Chloro-pyridine-2-carboxylic acid methyl ester
24484-93-3

4-Chloro-pyridine-2-carboxylic acid methyl ester

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: ammonium hydroxide / 3 h / 20 °C
2.1: bromine; sodium hydroxide / water / 5 h / 20 - 80 °C
2.2: pH 12 - 13
View Scheme
Multi-step reaction with 2 steps
1.1: water / 0.25 h
1.2: 1 h / 20 °C
2.1: sodium hydroxide; bromine / water / 0.58 h / 0 - 5 °C
View Scheme
Multi-step reaction with 3 steps
1: lithium hydroxide; water / tetrahydrofuran / 20 °C
2: diphenyl phosphoryl azide; triethylamine / toluene / 3.5 h / 65 - 100 °C
3: trifluoroacetic acid / dichloromethane / 20 °C
View Scheme
4-chloropicolinic acid
5470-22-4

4-chloropicolinic acid

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene / 1.5 h / 0 - 15 °C
2.1: ammonium hydroxide / 3 h / 20 °C
3.1: bromine; sodium hydroxide / water / 5 h / 20 - 80 °C
3.2: pH 12 - 13
View Scheme
Multi-step reaction with 2 steps
1.1: thionyl chloride / toluene / 6 h / 80 °C
1.2: 1 h / 20 °C / Cooling with ice
2.1: potassium hydroxide; bromine / water / 2 h / 90 °C / Cooling with ice
View Scheme
4-chloro-pyridine-2-carbonyl chloride
53750-66-6

4-chloro-pyridine-2-carbonyl chloride

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene / 1 h / 0 - 5 °C
2.1: water / 0.25 h
2.2: 1 h / 20 °C
3.1: sodium hydroxide; bromine / water / 0.58 h / 0 - 5 °C
View Scheme
Multi-step reaction with 2 steps
1: ammonium hydroxide / 18 h / 0 - 20 °C
2: bromine; sodium hydroxide / water / 3.5 h / -10 - 100 °C
View Scheme
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

(2-aminopyridin-4-yl)boronic acid
903513-62-2

(2-aminopyridin-4-yl)boronic acid

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); potassium acetate; bis(pinacol)diborane In 1,4-dioxane at 100℃; for 3h; Inert atmosphere;100%
With potassium acetate; bis(pinacol)diborane; bis(dibenzylideneacetone)-palladium(0); XPhos In 1,4-dioxane at 110℃;
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
126726-62-3

2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

4-(prop-1-en-2-yl)pyridin-2-amine

4-(prop-1-en-2-yl)pyridin-2-amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In 1,4-dioxane; water; acetonitrile at 120℃;100%
With tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane; water; acetonitrile at 90℃; for 12h;
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

2-azido-1-(4-chlorophenyl)-3-(3,5-dimethoxyphenyl)prop-2-en-1-one

2-azido-1-(4-chlorophenyl)-3-(3,5-dimethoxyphenyl)prop-2-en-1-one

N-(7-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-1-(3,5-dimethoxyphenyl)methanimine

N-(7-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-1-(3,5-dimethoxyphenyl)methanimine

Conditions
ConditionsYield
In tetrahydrofuran Reflux;99.9%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

acetic anhydride
108-24-7

acetic anhydride

N-(4-chloropyridin-2-yl)acetamide

N-(4-chloropyridin-2-yl)acetamide

Conditions
ConditionsYield
With triethylamine at 20 - 60℃; for 12h;99%
With triethylamine at 60℃; for 12h;99%
With pyridine In dichloromethane at 20℃; for 26h;75%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

N-nitro-2-amino-4-chloropyridine
24484-97-7

N-nitro-2-amino-4-chloropyridine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0 - 5℃; for 78h;99%
With sulfuric acid; nitric acid at 0 - 20℃; for 0.333333h;92%
With sulfuric acid; nitric acid at 0℃; for 0.333333h;
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

pivaloyl chloride
3282-30-2

pivaloyl chloride

4-chloro-2-trimethylacetamidopyridine
188577-70-0

4-chloro-2-trimethylacetamidopyridine

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 12h;99%
With pyridine at 0 - 20℃; for 12h;99%
With pyridine for 12h; Ambient temperature;95%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

phenyl chloroformate
1885-14-9

phenyl chloroformate

phenyl N-(4-chloro-2-pyridyl)-N-phenoxycarbonylcarbamate
670253-26-6

phenyl N-(4-chloro-2-pyridyl)-N-phenoxycarbonylcarbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 25℃; for 2h;99%
With triethylamine In tetrahydrofuran at 20℃; for 1.5h;53.4%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

dimethyl amine
124-40-3

dimethyl amine

2-amino-4-(dimethylamino)-pyridine
50426-31-8

2-amino-4-(dimethylamino)-pyridine

Conditions
ConditionsYield
In water at 120℃; Microwave irradiation;99%
In water at 175℃; for 0.583333h; Microwave;94%
Stage #1: 2-Amino-4-chloropyridine; dimethyl amine In water at 175℃; for 0.583333h; Microwave irradiation;
Stage #2: With ammonium carbonate In water; acetonitrile
94%
In water at 175℃; for 0.583333h; Microwave irradiation;94%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

5-bromo-4-chloro-pyridin-2-ylamine
942947-94-6

5-bromo-4-chloro-pyridin-2-ylamine

Conditions
ConditionsYield
With N-Bromosuccinimide In acetonitrile for 14h;99%
With N-Bromosuccinimide In acetonitrile at 20℃; for 14h;99%
With N-Bromosuccinimide In acetonitrile at 20℃;99%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

cyclopropylboronic acid
411235-57-9

cyclopropylboronic acid

2-amino-4-(cyclopropyl)pyridine
908269-97-6

2-amino-4-(cyclopropyl)pyridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; tricyclohexylphosphine In 1,4-dioxane; acetonitrile at 120℃; Inert atmosphere;99%
With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane; water at 80℃; for 15h;
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

4-(chlorosulfonyl)benzenesulfonyl fluoride

4-(chlorosulfonyl)benzenesulfonyl fluoride

4-(N-(4-chloropyridin-2-yl)sulfamoyl)benzene-1-sulfonyl fluoride

4-(N-(4-chloropyridin-2-yl)sulfamoyl)benzene-1-sulfonyl fluoride

Conditions
ConditionsYield
With pyridine In chloroform at 20℃; for 48h; chemoselective reaction;99%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

tert-butyl (azetidin-3-ylmethyl)carbamate hydrochloride
1170108-38-9

tert-butyl (azetidin-3-ylmethyl)carbamate hydrochloride

tert-butyl ((1-(2-aminopyridin-4-yl)azetidin-3-yl)methyl)carbamate

tert-butyl ((1-(2-aminopyridin-4-yl)azetidin-3-yl)methyl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 120℃; for 24h; Sealed tube;96%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 120℃; for 24h; Sealed tube;
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Methoxyacetyl chloride
38870-89-2

Methoxyacetyl chloride

N-(4-chloro-2-pyridyl)-2-methoxyacetamide
1262776-53-3

N-(4-chloro-2-pyridyl)-2-methoxyacetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20 - 25℃; for 0.25h;96%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

ibuprofen
15687-27-1

ibuprofen

N-(4-chloro-pyridin-2-yl)-2-(4-isobutyl-phenyl)-propionamide

N-(4-chloro-pyridin-2-yl)-2-(4-isobutyl-phenyl)-propionamide

Conditions
ConditionsYield
Stage #1: ibuprofen With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: 2-Amino-4-chloropyridine In dichloromethane for 72h; Heating;
95%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

ethyl (2E)-3-dimethylamino-2-(1H-indol-3-yl)propenoate
714274-03-0

ethyl (2E)-3-dimethylamino-2-(1H-indol-3-yl)propenoate

7-chloro-3-(1H-indol-3-yl)-4H-pyrido[1,2-a]pyrimidin-4-one

7-chloro-3-(1H-indol-3-yl)-4H-pyrido[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
With acetic acid for 4h; Heating;95%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

3-pyridylboronic acid
1692-25-7

3-pyridylboronic acid

4-(pyridin-3-yl)pyridin-2-amine
865604-20-2

4-(pyridin-3-yl)pyridin-2-amine

Conditions
ConditionsYield
With potassium phosphate; PdCl2[P(tBu)2(p-Me2NC6H4)]2 In 1,4-dioxane; water at 100℃; Suzuki-Miyaura cross-coupling;95%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In acetonitrile at 170℃; Suzuki reaction; Microwave irradiation;95%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

Ethoxycarbonyl isothiocyanate
16182-04-0

Ethoxycarbonyl isothiocyanate

ethyl [(4-chloropyridin-2-yl)carbamothioyl]carbamate
1131410-83-7

ethyl [(4-chloropyridin-2-yl)carbamothioyl]carbamate

Conditions
ConditionsYield
In 1,4-dioxane at 20℃;95%
In 1,4-dioxane at 25℃; for 2h;92.1%
In 1,4-dioxane at 20℃; for 2h;16.5 g
In 1,4-dioxane at 20℃; for 2h;8.5 g
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

(2-methoxyphenyl)methanol
612-16-8

(2-methoxyphenyl)methanol

C13H11ClN2O2

C13H11ClN2O2

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(l) iodide In water at 20℃; for 6h;95%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

3-chlorobenzoate
535-80-8

3-chlorobenzoate

3-chloro-N-(4-chloropyridin-2-yl)benzamide
901390-17-8

3-chloro-N-(4-chloropyridin-2-yl)benzamide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;94%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

2-(2-methoxyethoxy)ethyl alcohol
111-77-3

2-(2-methoxyethoxy)ethyl alcohol

4-(2-(2-methoxyethoxy)ethoxy)pyridin-2-amine

4-(2-(2-methoxyethoxy)ethoxy)pyridin-2-amine

Conditions
ConditionsYield
Stage #1: 2-(2-methoxyethoxy)ethyl alcohol With sodium hydride In neat (no solvent) for 0.166667h; Inert atmosphere; Cooling with ice;
Stage #2: 2-Amino-4-chloropyridine In neat (no solvent) at 120℃; for 16h; Sealed tube;
94%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

(N,N-dimethylamino)dimethylchlorosilane
18209-60-4

(N,N-dimethylamino)dimethylchlorosilane

C9H16ClN3Si

C9H16ClN3Si

Conditions
ConditionsYield
Stage #1: 2-Amino-4-chloropyridine With n-butyllithium In hexane at 0 - 20℃; for 12h; Inert atmosphere; Schlenk technique;
Stage #2: (N,N-dimethylamino)dimethylchlorosilane In hexane at 0 - 20℃; for 12h; Inert atmosphere; Schlenk technique;
94%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

Glyoxilic acid
298-12-4

Glyoxilic acid

C11H14ClN3
1329425-87-7

C11H14ClN3

Conditions
ConditionsYield
Stage #1: 2-Amino-4-chloropyridine; Glyoxilic acid With perchloric acid In methanol Groebke-Blackburn-Bienayme reaction;
Stage #2: tert-butylisonitrile In methanol at 20℃; for 12h; Groebke-Blackburn-Bienayme reaction; regioselective reaction;
93%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

benzyl alcohol
100-51-6

benzyl alcohol

N-(4-chloropyridin-2-yl)benzamide

N-(4-chloropyridin-2-yl)benzamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(l) iodide In water at 20℃; for 6h;93%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

2-bromo-4-chloropyridine
22918-01-0

2-bromo-4-chloropyridine

Conditions
ConditionsYield
Stage #1: 2-Amino-4-chloropyridine With hydrogen bromide; bromine In water at 0℃; for 0.166667h;
Stage #2: With sodium nitrite In water at -10 - 20℃;
Stage #3: With sodium hydroxide In water at 0℃; pH=> 10;
92%
Stage #1: 2-Amino-4-chloropyridine With hydrogen bromide; bromine In water at 0℃; for 0.166667h;
Stage #2: With sodium nitrite In water at -10 - 20℃;
Stage #3: With sodium hydroxide In water at 0℃; pH=10;
92%
Stage #1: 2-Amino-4-chloropyridine With hydrogen bromide; bromine In water at -5℃; for 0.333333h;
Stage #2: With sodium nitrite In water at -5℃; for 0.5h;
40%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

tert-butyl N-(4-piperidinylmethyl)carbamate
135632-53-0

tert-butyl N-(4-piperidinylmethyl)carbamate

tert-butyl ((1-(2-aminopyridin-4-yl)piperidin-4-yl)methyl)carbamate

tert-butyl ((1-(2-aminopyridin-4-yl)piperidin-4-yl)methyl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 120℃; for 24h; Sealed tube;92%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 120℃; for 24h; Sealed tube;
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

2-(4-chloropyridin-2-yl)-2H-indazole

2-(4-chloropyridin-2-yl)-2H-indazole

Conditions
ConditionsYield
With choline azide; caesium carbonate at 20℃; for 4h; Green chemistry;92%
4,4-dimethylpiperidine
4045-30-1

4,4-dimethylpiperidine

2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

4-(4,4-dimethylpiperidin-1-yl)pyridin-2-amine

4-(4,4-dimethylpiperidin-1-yl)pyridin-2-amine

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 200℃; for 0.75h; Microwave irradiation;92%
2-Amino-4-chloropyridine
19798-80-2

2-Amino-4-chloropyridine

4-chloro-5-iodopyridin-2-ylamine
670253-37-9

4-chloro-5-iodopyridin-2-ylamine

Conditions
ConditionsYield
With N-iodo-succinimide In N,N-dimethyl-formamide for 43h; regioselective reaction;90%
With N-iodo-succinimide In N,N-dimethyl-formamide at 40℃;70%
With N-iodo-succinimide In N,N-dimethyl-formamide at 20℃; for 18h;62%

2-Amino-4-chloropyridine Specification

The 4-Chloro-pyridin-2-ylamine is an organic compound with the formula C5H5ClN2. The IUPAC name of this chemical is 4-chloropyridin-2-amine. With the CAS registry number 19798-80-2, it is also named as 2-Pyridinamine, 4-chloro-. The product's categories are Pyridine; Blocks; Pyridines; Amines and Anilines; Heterocycles; Pyridines, Pyrimidines, Purines and Pteredines; Heterocyclic Series; Pharmacetical; Pyridine Series; Amines; Nucleotides and Nucleosides; Bases & Related Reagents; Nucleotides; Pharmaceutical Intermediate; Amino-Pyridine Eeries.

Physical properties about 4-Chloro-pyridin-2-ylamine are: (1)ACD/LogP: 1.32; (2)ACD/LogD (pH 5.5): 0.897; (3)ACD/LogD (pH 7.4): 1.308; (4)ACD/BCF (pH 5.5): 2.244; (5)ACD/BCF (pH 7.4): 5.785; (6)ACD/KOC (pH 5.5): 47.149; (7)ACD/KOC (pH 7.4): 121.544; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)Polar Surface Area: 38.91 Å2; (11)Index of Refraction: 1.607; (12)Molar Refractivity: 33.475 cm3; (13)Molar Volume: 96.888 cm3; (14)Polarizability: 13.271×10-24cm3; (15)Surface Tension: 54.396 dyne/cm; (16)Density: 1.327 g/cm3; (17)Flash Point: 99.428 °C; (18)Enthalpy of Vaporization: 47.772 kJ/mol; (19)Boiling Point: 240.793 °C at 760 mmHg; (20)Vapour Pressure: 0.037 mmHg at 25°C.

Preparation: this chemical can be prepared by t-butyl N-(4-chloro-2-pyridinyl)carbamate. This reaction will need reagent 25 percent HBr. The reaction time is 2 hours. The yield is about 87%.



Uses of 4-Chloro-pyridin-2-ylamine: it can be used to produce 4-methoxy-pyridin-2-ylamine at temperature of 140 °C. It will need solvent methanol with reaction time of 7 hours. The yield is about 44%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cnc(cc1Cl)N
(2)InChI: InChI=1/C5H5ClN2/c6-4-1-2-8-5(7)3-4/h1-3H,(H2,7,8)
(3)InChIKey: RQMWVVBHJMUJNZ-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C5H5ClN2/c6-4-1-2-8-5(7)3-4/h1-3H,(H2,7,8)
(5)Std. InChIKey: RQMWVVBHJMUJNZ-UHFFFAOYSA-N

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