2-Chloro-3-pyridinamine supplier

Name
2-Chloro-3-pyridinamine
EINECS 228-572-9
CAS No. 6298-19-7
Article Data74
CAS DataBase
Density 1.326 g/cm³
Solubility Soluble in methanol and water. (30 g/L).
Melting Point 76-78 °C(lit.)
Formula C₅H₅ClN₂
Boiling Point 262.8 °C at 760 mmHg
Molecular Weight 128.561
Flash Point 112.7 °C
Transport Information UN 2811 6.1/PG 1
Appearance off-white to yellow to pink crystalline powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Pyridine,3-amino-2-chloro- (6CI,7CI,8CI);2-Chloro-3-pyridylamine;2-Chloropyridin-3-ylamine;3-Amino-2-chloropyridine;NSC 45407;2-Chloro-3-pyridinamine;2-Chloro-3-aminopyridine;
PSA 38.91000
LogP 1.89840

Synthetic route

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

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
Stage #1: 2-Chloro-3-nitropyridine In water at 20℃; Inert atmosphere; Stage #2: With sodium tetrahydroborate In water Inert atmosphere;	99%
With sodium tetrahydroborate In water at 20℃; for 24h;	99%
With titanium for 0.25h; Ambient temperature;	98%

: 462-08-8
pyridin-3-ylamine

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With hydrogenchloride; sodium hypochlorite In chloroform at 10 - 30℃; Solvent; Temperature; Reagent/catalyst;	93.1%
With hydrogenchloride; dihydrogen peroxide	82%
Stage #1: pyridin-3-ylamine With hydrogenchloride; iron(III) chloride; chlorine In water Stage #2: With sodium hydroxide In water pH=9 - 11;	75%

: 102934-51-0
3-azido-2-chloropyridine

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With iron In water at 20℃; Inert atmosphere;	87%
With 2,6-di-tert-butyl-4-methyl-phenol In decalin at 144.3℃; Kinetics; Rate constant; Thermodynamic data; var. conc. of inhibitor;

: 98-92-0
nicotinamide

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With sodium hydroxide; chlorine r.t., 30 min.; then 65-75 deg C, 2 h;	78.6%
With sodium hypochlorite
With sodium hydroxide; chlorine Heating;
Multi-step reaction with 2 steps 1: sodium hypochlorite / water / 2.5 h / 0 - 100 °C 2: dihydrogen peroxide / 1 h / 5 - 15 °C View Scheme

: 462-08-8
pyridin-3-ylamine

A: 6298-19-7
2-chloro-3-aminopyridine

B: 62476-56-6
3-amino-2,6-dichloropyridine

Conditions

Conditions	Yield
Stage #1: pyridin-3-ylamine With hydrogenchloride In water at 30 - 35℃; Stage #2: With dihydrogen peroxide In water at 10 - 19℃; for 8.33333h; Stage #3: With sodium hydroxide In water; toluene at 25 - 35℃; Product distribution / selectivity;	A 76% B n/a
Stage #1: pyridin-3-ylamine With hydrogenchloride In water at 30 - 35℃; Stage #2: With chlorine In water at 15 - 20℃; for 1.5h; Stage #3: With sodium hydroxide In toku; water at 25 - 40℃; Product distribution / selectivity;	A 74% B n/a
With hydrogenchloride

: 10366-35-5
2-chloronicotinamide

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With sodium hydroxide; bromine In water 1.) 5 deg C; 2.) 75 deg C;	72%
With sodium hydroxide; bromine In methanol; water	72%
With sodium hydroxide; bromine In tetrahydrofuran at 5 - 70℃; Hoffmann rearrangement;

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

: 292638-85-8
acrylic acid methyl ester

A: 6298-19-7
2-chloro-3-aminopyridine

B: 1093347-31-9
methyl 3-[(2-chloro-3-pyridyl)amino]propanoate

Conditions

Conditions	Yield
With phenyl(2-pyridinyl)methanol In acetonitrile at 110℃; for 96h; Inert atmosphere;	A 8% B 68%

...Expand

: 917-54-4
methyllithium

: 2-(2-Chloro-pyridin-3-ylamino)-2-methyl-propionitrile

A: 6298-19-7
2-chloro-3-aminopyridine

B: 151414-96-9
2-Chloro-3-<(1,1-dimethylethyl)amino>pyridine

Conditions

Conditions	Yield
In diethyl ether; toluene 1.) -78 deg C, 30 min, 2.) r.t., 8 h;	A 15% B 64%
In diethyl ether; toluene Mechanism; Product distribution; 1.) -78 deg C, 30 min, 2.) r.t., 8 h, - other organometallic reagents, other solvents;	A 15% B 64%

...Expand

: 1609941-98-1
C25H43ClN2O5S2Si

A: 6298-19-7
2-chloro-3-aminopyridine

B: 1609942-00-8
C21H37ClN2O4SSi

Conditions

Conditions	Yield
Stage #1: C25H43ClN2O5S2Si In diphenylether at 200℃; Brook Silaketone Rearrangement; Inert atmosphere; Stage #2: With di-tert-butyl peroxide In chlorobenzene Brook Silaketone Rearrangement; Inert atmosphere; Reflux;	A 41% B 55%

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

: 353-43-5
boron dimethyl-trifluoro sulphide

A: 6298-19-7
2-chloro-3-aminopyridine

B: 2-chloro-6-(methylthio)pyridin-3-amine

Conditions

Conditions	Yield
In dichloromethane at 60℃; for 4h; Sealed tube;	A 51% B 21%

...Expand

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

A: 6298-19-7
2-chloro-3-aminopyridine

B: 67119-49-7
N-(2-chloropyridin-3-yl)hydroxylamine

Conditions

Conditions	Yield
With ammonium chloride; zinc In ethanol; water at 70℃; for 0.333333h; various conditions;	A 25% B 45%
With baker's yeast; D-glucose In phosphate buffer; ethanol at 30℃; for 3h; pH=6.5;
With cyclohexa-1,4-diene; 5% platinum on carbon In methanol at 100℃; for 0.166667h; Microwave irradiation;

: 6636-78-8
2-chloro-3-hydroxypyridine

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90 - 150℃; for 4h; Smiles Aromatic Rearrangement;	42%

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

A: 6298-19-7
2-chloro-3-aminopyridine

B: 2530-26-9
3-nitropyridine

Conditions

Conditions	Yield
With Me2SiI In chloroform at 20℃; for 2h;	A 29% B 41%

: 1609941-98-1
C25H43ClN2O5S2Si

A: 6298-19-7
2-chloro-3-aminopyridine

B: 1609941-99-2
C21H37ClN2O4SSi

C: 1609942-01-9
C16H32O4SSi

Conditions

Conditions	Yield
In diphenylether at 200℃; Inert atmosphere;	A n/a B n/a C 39%

...Expand

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

: 201230-82-2
carbon monoxide

: 71-36-3
butan-1-ol

A: 6298-19-7
2-chloro-3-aminopyridine

B: n-Butyl 3-aminopyridine-2-carboxylate

C: 3-nitro-pyridine-2-carboxylic acid butyl ester

Conditions

Conditions	Yield
With triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride at 130℃; under 18751.5 Torr; for 15h;	A n/a B 35% C 25%

...Expand

: 51468-01-0
3-amino-2-ethoxypyridine

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With N,N-dimethyl-formamide; trichlorophosphate at 130℃; for 24h;	31%

: 20265-38-7
3-amino-2-methoxypyridine

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With N,N-dimethyl-formamide; trichlorophosphate at 130℃; for 24h;	30%

: 23845-96-7
2-(benzyloxy)pyridin-3-amine

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With N,N-dimethyl-formamide; trichlorophosphate at 130℃; for 24h;	28%

: 39856-58-1
3-amino-2-bromopyridine

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With hydrogenchloride

: 462-08-8
pyridin-3-ylamine

: 7647-01-0
hydrogenchloride

: 7732-18-5
water

: 7722-84-1
dihydrogen peroxide

A: 6298-19-7
2-chloro-3-aminopyridine

B: 62476-56-6
3-amino-2,6-dichloropyridine

Conditions

Conditions	Yield
at 80℃;

...Expand

: 462-08-8
pyridin-3-ylamine

: 7647-01-0
hydrogenchloride

: 7732-18-5
water

: 7722-84-1
dihydrogen peroxide

A: 6298-19-7
2-chloro-3-aminopyridine

B: 62476-56-6
3-amino-2,6-dichloropyridine

C: 2,4,5,6-tetrachloro-[3]pyridylamine

Conditions

Conditions	Yield
at 110℃;

...Expand

: 6332-56-5
2-hydroxy-3-nitropyridine

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphoryl chloride; phosphorus (V)-chloride 2: iron; acetic acid View Scheme
Multi-step reaction with 3 steps 1: bromine; phosphorus (III)-bromide / 100 °C 2: iron-turnings; acetic acid / 100 °C 3: concentrated aqueous HCl View Scheme

: 19755-53-4
2-bromo-3-nitropyridine

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: iron-turnings; acetic acid / 100 °C 2: concentrated aqueous HCl View Scheme

: 63458-55-9
N-monochloronicotinamide

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
Stage #1: N-monochloronicotinamide In water at 75 - 81℃; for 0.916667h; Stage #2: With hydrogenchloride In water at 15 - 50℃; Stage #3: With sodium hydroxide; dihydrogen peroxide; sodium hydrogensulfite Product distribution / selectivity; more than 3 stages;

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

: 31796-72-2
phenyl(2-pyridinyl)methanol

A: 6298-19-7
2-chloro-3-aminopyridine

B: 91-02-1
phenyl(pyridin-2-yl)methanone

Conditions

Conditions	Yield
In toluene at 110℃; for 96h;

...Expand

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

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

B: 6298-19-7
2-chloro-3-aminopyridine

C: 67119-49-7
N-(2-chloropyridin-3-yl)hydroxylamine

Conditions

Conditions	Yield
With cyclohexa-1,4-diene; 5% platinum on carbon In methanol at 120℃; for 0.133333h; Microwave irradiation;

...Expand

: 870997-82-3
3-[(t-butoxycarbonyl)amino]-2-methoxyisonicotinic acid

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane

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

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

B: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrazine hydrate In methanol at 80℃; for 0.0833333h; Overall yield = 85 %;

: C11H21ClN2Si2

: 6298-19-7
2-chloro-3-aminopyridine

Conditions

Conditions	Yield
With hydrogenchloride In chloroform; water for 1h;	46.8 mg

: 6298-19-7
2-chloro-3-aminopyridine

: 3282-30-2
pivaloyl chloride

: 109902-33-2
N-2-chloropyrid-3-yl-trimethylacetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 5℃; Acylation;	100%
With triethylamine In tetrahydrofuran; diethyl ether	90%
With triethylamine In tetrahydrofuran; diethyl ether at 0 - 20℃; Inert atmosphere; Schlenk technique;	83%

: 6298-19-7
2-chloro-3-aminopyridine

: 610-14-0
2-nitrobenzyl chloride

: 1028-86-0
N-(2-chloro-pyridin-3-yl)-2-nitro-benzamide

Conditions

Conditions	Yield
With pyridine at 0 - 20℃;	100%
With pyridine In tetrahydrofuran at 20℃; for 2h;	100%
In pyridine 1. -10 deg C 2. 15h, r. t.;	96%

: 6298-19-7
2-chloro-3-aminopyridine

: 116-11-0
2-Methoxypropene

: 51468-05-4
(2-Chloropyridin-3-yl)(1-methylethylidene)amine

Conditions

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

: 6298-19-7
2-chloro-3-aminopyridine

: 29976-53-2
N-ethoxycarbonyl-4-piperidone

: 906371-78-6
4-(2-chloropyridin-3-ylamino)piperidine-1-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-aminopyridine; N-ethoxycarbonyl-4-piperidone With sodium tris(acetoxy)borohydride; trifluoroacetic acid In Isopropyl acetate at 16 - 56℃; for 0.333333h; Stage #2: With sodium hydroxide In Isopropyl acetate; water at 80℃; for 0.166667h; pH=8 - 9; Product distribution / selectivity;	100%
Stage #1: 2-chloro-3-aminopyridine; N-ethoxycarbonyl-4-piperidone In Isopropyl acetate at 16℃; for 0.0833333h; Stage #2: With sodium tris(acetoxy)borohydride; trifluoroacetic acid In Isopropyl acetate at 16 - 56℃; for 0.258333h; Stage #3: With sodium hydroxide In Isopropyl acetate; water at 50℃; for 0.166667h; pH=8 - 9;	100%
Stage #1: 2-chloro-3-aminopyridine; N-ethoxycarbonyl-4-piperidone In Isopropyl acetate for 0.25h; Industry scale; Stage #2: With sodium tris(acetoxy)borohydride; trifluoroacetic acid In Isopropyl acetate at 20 - 27℃; for 3h; Industry scale; Stage #3: With sodium hydroxide In Isopropyl acetate; water at 20 - 60℃; pH=11; Product distribution / selectivity; Industry scale;	100%

: 6298-19-7
2-chloro-3-aminopyridine

: 75-36-5
acetyl chloride

: 21352-19-2
N-(2-chloro-3-pyridinyl)acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	100%
With triethylamine In tetrahydrofuran at 70℃; for 8h;	84%
With triethylamine In dichloromethane	62%
With triethylamine In dichloromethane at 0 - 20℃;	62%

: 6298-19-7
2-chloro-3-aminopyridine

: 19099-93-5
benzyl 4-oxo-1-piperidinecarboxylate

: 1146637-14-0
benzyl 4-(2-chloro-pyridin-3-yl-amino)-piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-aminopyridine; benzyl 4-oxo-1-piperidinecarboxylate With sodium tris(acetoxy)borohydride; trifluoroacetic acid In isopropyl alcohol at 15℃; Stage #2: With sodium hydroxide In isopropyl alcohol at 20℃;	100%
Stage #1: 2-chloro-3-aminopyridine; benzyl 4-oxo-1-piperidinecarboxylate With sodium tris(acetoxy)borohydride; trifluoroacetic acid In Isopropyl acetate at 15℃; Stage #2: With sodium hydroxide In Isopropyl acetate; water at 20℃;	100%
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In Isopropyl acetate at 15℃;
Stage #1: 2-chloro-3-aminopyridine; benzyl 4-oxo-1-piperidinecarboxylate With sodium tris(acetoxy)borohydride; trifluoroacetic acid In Isopropyl acetate at 15℃; Stage #2: With sodium hydroxide In Isopropyl acetate; water

: 6298-19-7
2-chloro-3-aminopyridine

: 67-64-1
acetone

: 160843-96-9
(2-chloro-pyridin-3-yl)-isopropyl-amine

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-aminopyridine; acetone With dimethylsulfide borane complex; acetic acid In dichloromethane at 0 - 20℃; Stage #2: With ammonia In dichloromethane; water pH=8;	100%
With dimethylsulfide borane complex; acetic acid In dichloromethane at 0 - 20℃;	99%
With borane dimethyl sulfide complex In dichloromethane; acetic acid at 0 - 20℃;
Stage #1: 2-chloro-3-aminopyridine; acetone With acetic acid In 1,2-dichloro-ethane at 20℃; for 0.166667h; Stage #2: With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane for 24h;	1.2 g

: 6298-19-7
2-chloro-3-aminopyridine

: 126-81-8
dimedone

: 1217862-29-7
C13H15ClN2O

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux;	100%

: 6298-19-7
2-chloro-3-aminopyridine

: 122-04-3
4-nitro-benzoyl chloride

: 121311-55-5
N-(2-Chloro-pyridin-3-yl)-4-nitro-benzamide

Conditions

Conditions	Yield
In pyridine at 12 - 14℃;	99%
With pyridine

: 6298-19-7
2-chloro-3-aminopyridine

: 121-90-4
m-nitrobenzoic acid chloride

: 121311-54-4
N-(2-Chloro-pyridin-3-yl)-3-nitro-benzamide

Conditions

Conditions	Yield
In pyridine at 12 - 14℃;	99%
With pyridine

: 6298-19-7
2-chloro-3-aminopyridine

: 504-02-9
1,3-cylohexanedione

: 198141-10-5
3-[(2-chloro-3-pyridinyl)amino]cyclohex-2-en-1-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 3h; Condensation; Heating;	99%

: 6298-19-7
2-chloro-3-aminopyridine

: 407-25-0
trifluoroacetic anhydride

: 574714-02-6
N-(2-chloropyridin-3-yl)-2,2,2-trifluoroacetamide

Conditions

Conditions	Yield
In dichloromethane for 1.33333h;	99%
With triethylamine In dichloromethane at 0 - 25℃; for 12h; Inert atmosphere;	93%
In dichloromethane for 2.33333h;

: 6298-19-7
2-chloro-3-aminopyridine

: 104-88-1
4-chlorobenzaldehyde

: 2-chloro-N-(4-chlorobenzyl)pyridin-3-amine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In ethyl acetate for 0.166667h;	99%

: 6298-19-7
2-chloro-3-aminopyridine

: 527-69-5
2-furancarbonyl chloride

: 91813-34-2
N-(2-chloro-3-pyridinyl)-2-furylamide

Conditions

Conditions	Yield
In pyridine at -10℃; for 5h;	98%

: 6298-19-7
2-chloro-3-aminopyridine

: 110-13-4
2,5-hexanedione

: 1-(2-chloropyridin-3-yl)-2,5-dimethyl-1H-pyrrole

Conditions

Conditions	Yield
montmorillonite K-10 at 90℃; for 0.0333333h; modified Paal-Knorr synthesis; microwave heating;	98%
With toluene-4-sulfonic acid In toluene for 2h; Heating;	93%

: 6298-19-7
2-chloro-3-aminopyridine

: 138008-97-6
2-isopropoxyphenylboronic acid

: 1482498-31-6
6-(2-isopropoxyphenyl)-pyridin-5-ylamine

Conditions

Conditions	Yield
With potassium phosphate monohydrate; Ethyl 4-bromobenzoate; C52H49PRu; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 1.16667h; Suzuki-Miyaura Coupling; Inert atmosphere;	98%

: 6298-19-7
2-chloro-3-aminopyridine

: 17933-03-8
m-tolylboronic acid

: 2-(m-tolyl)pyridin-3-amine

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-aminopyridine; m-tolylboronic acid With benzaldehyde In toluene at 20℃; for 0.166667h; Stage #2: With bis-triphenylphosphine-palladium(II) chloride In toluene for 0.25h; Inert atmosphere; Stage #3: With sodium carbonate In water; toluene Reflux;	98%

: 6298-19-7
2-chloro-3-aminopyridine

: 98-80-6
phenylboronic acid

: 101601-80-3
3-amino-2-phenylpyridine

Conditions

Conditions	Yield
With Pd(II)/C; sodium carbonate; triphenylphosphine In 1,2-dimethoxyethane at 80℃; for 9h; Suzuki-Miyaura coupling;	97%
With sodium carbonate; benzaldehyde; triphenylphosphine; palladium diacetate In water; toluene	97%
Stage #1: 2-chloro-3-aminopyridine; phenylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 25℃; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;	97%

: 6298-19-7
2-chloro-3-aminopyridine

: 163105-90-6
2-methoxypyridin-3-yl-boronic acid

: 835876-06-7
2'-methoxy-[2,3']bipyridinyl-3-ylamine

Conditions

Conditions	Yield
With potassium phosphate; tris(dibenzylideneacetone)dipalladium (0); tricyclohexylphosphine In 1,4-dioxane; water at 100℃; for 18h;	97%
With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane; water for 8h; Suzuki cross-coupling; Heating;	69%

: 6298-19-7
2-chloro-3-aminopyridine

: 123-11-5
4-methoxy-benzaldehyde

: 906371-79-7
(2-chloropyridin-3-yl)-(4-methoxybenzyl)amine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In Isopropyl acetate at 20℃; for 0.166667h;	97%
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In Isopropyl acetate at 20℃; for 0.166667h;

: 6298-19-7
2-chloro-3-aminopyridine

: 13331-23-2
fur-2-ylboronic acid

: 886508-57-2
2-(furan-2-yl)pyridin-3-amine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In chloroform; water at 80 - 100℃; for 0.333333h; Suzuki Coupling;	97%
With 2-[5-(4-methylphenyl)isoxazol-3-yl]-5-(5-phenylisoxazol-3-yl)-1,3,4-oxadiazole·2PdCl2; tetrabutylammomium bromide; potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 0.166667h; Suzuki Coupling;	96%
With PdCl2-[5-(1,1'-biphenyl-4-yl)isoxazole-3-carbaldehyde oxime]; potassium carbonate In methanol; water at 100℃; for 0.0833333h; Suzuki Coupling;	95%

: 6298-19-7
2-chloro-3-aminopyridine

: 609-65-4
o-chlorobenzoyl chloride

: 84446-21-9
3-(2'-chlorobenzoyl)amino-2-chloropyridine

Conditions

Conditions	Yield
In pyridine 1. -10 deg C 2. 15h r. t.;	96%
With pyridine In toluene for 1h; Heating;
With pyridine In dichloromethane at 0 - 20℃;

: 6298-19-7
2-chloro-3-aminopyridine

: 874-60-2
4-methyl-benzoyl chloride

: 33761-26-1
3-(p-toluoylamino)-2-chloropyridine

Conditions

Conditions	Yield
In pyridine 1. -10 deg C 2. 15h, r. t.;	96%

: 6298-19-7
2-chloro-3-aminopyridine

: 100-07-2
4-methoxy-benzoyl chloride

: 126921-77-5
3-(4-anisoylamino)-2-chloropyridine

Conditions

Conditions	Yield
In pyridine 1. -10 deg C 2. 15h, r. t.;	96%
With pyridine In dichloromethane at 0 - 20℃;

: 6298-19-7
2-chloro-3-aminopyridine

: 393-52-2
2-Fluorobenzoyl chloride

: 126921-76-4
3-(2-fluorobenzoylamino)-2-chloropyridine

Conditions

Conditions	Yield
In pyridine 1. -10 deg C 2. 15 h r. t.;	96%

: 6298-19-7
2-chloro-3-aminopyridine

: 98946-18-0
tert-Butyl 2,2,2-trichloroacetimidate

: 151414-96-9
2-Chloro-3-<(1,1-dimethylethyl)amino>pyridine

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In cyclohexane at 20℃; for 8h; Inert atmosphere;	96%

: 6298-19-7
2-chloro-3-aminopyridine

: tert-butoxycarbonylamino-5-(4-methoxyphenyl)-1,3,4-oxadiazole

: 1-(2-chloropyridin-3-yl)-3-(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)urea

Conditions

Conditions	Yield
With [m-(1,4-diazabicyclo[2.2.2]octanekN1:kN4)]hexamethyldialuminum In tetrahydrofuran-d8 for 0.116667h; Microwave irradiation;	96%

: 6298-19-7
2-chloro-3-aminopyridine

: 2402-77-9
2,3-dichloro-pyridine

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-aminopyridine With hydrogenchloride; sodium nitrite In water at 5 - 15℃; for 0.75h; Stage #2: With hydrogenchloride; aminosulfonic acid; copper(II) chloride dihydrate In water at 55 - 62℃; Product distribution / selectivity;	95%
With hydrogenchloride; thionyl chloride; nitric acid In water at 0 - 5℃;	91%
With hydrogenchloride; sodium nitrite In water at -5 - 40℃; for 1h; Sandmeyer Reaction; Cooling with ice; Inert atmosphere;	83%

: 6298-19-7
2-chloro-3-aminopyridine

: 5271-67-0
2-Thiophenecarbonyl chloride

: 91813-35-3
N-(2-chloro-3-pyridinyl)-2-thienylamide

Conditions

Conditions	Yield
In pyridine at -10℃; for 5h;	95%
With pyridine In dichloromethane at 0℃; for 3h;	400 mg

2-Chloro-3-pyridinamine Specification

The IUPAC name of 3-Pyridinamine,2-chloro- is 2-chloropyridin-3-amine. With the CAS registry number 6298-19-7, it is also named as 3-Amino-2-chloropyridine. The product's categories are Amines; Blocks; Pyridines; Pyridines, Pyrimidines, Purines and Pteredines; Pharmacetical; Pyridine Series; Chloropyridines; Halopyridines; C5 Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Pharmaceutical Intermediate. Besides, it is off-white to yellow to pink crystalline powder, which should be stored in sealed, cool and dry place at 2-8 °C. In addition, its molecular formula is C₅H₅ClN₂ and molecular weight is 128.56.

The other characteristics of this product can be summarized as: (1)EINECS: 228-572-9; (2)ACD/LogP: 1.03; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.03; (5)ACD/LogD (pH 7.4): 1.03; (6)ACD/BCF (pH 5.5): 3.57; (7)ACD/BCF (pH 7.4): 3.58; (8)ACD/KOC (pH 5.5): 86.62; (9)ACD/KOC (pH 7.4): 86.63; (10)#H bond acceptors: 2; (11)#H bond donors: 2; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.607; (14)Molar Refractivity: 33.47 cm³; (15)Molar Volume: 96.8 cm³; (16)Surface Tension: 54.3 dyne/cm; (17)Density: 1.326 g/cm³; (18)Flash Point: 112.7 °C; (19)Melting Point: 76-78 °C; (20)Enthalpy of Vaporization: 50.06 kJ/mol; (21)Boiling Point: 262.8 °C at 760 mmHg; (22)Vapour Pressure: 0.0107 mmHg at 25 °C.

Preparation of 3-Pyridinamine,2-chloro-: this chemical can be prepared by 2-Chloro-3-nitro-pyridine.

This reaction needs Ti(O) at ambient temperature for 15 min. The yield is 98 %.

Uses of 3-Pyridinamine,2-chloro-: this chemical is used as an intermediate of pirenzepine. Additionally, it can react with Furan-2-carbonyl chloride to get 2-Chloro-3-(2-furoylamino)-pyridine.

This reaction needs Pyridine at temperature of -10 °C for 5 hours. The yield is 98 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: c1cc(c(nc1)Cl)N
(2)InChI: InChI=1/C5H5ClN2/c6-5-4(7)2-1-3-8-5/h1-3H,7H2
(3)InChIKey: MEQBJJUWDCYIAB-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C5H5ClN2/c6-5-4(7)2-1-3-8-5/h1-3H,7H2
(5)Std. InChIKey: MEQBJJUWDCYIAB-UHFFFAOYSA-N

Product Name

2-Chloro-3-pyridinamine

Synthetic route

2-Chloro-3-pyridinamine Specification

Related Products

Hot Products