2-benzylaminopyridine supplier

Name
2-Benzylaminopyridine
EINECS 230-060-5
CAS No. 6935-27-9
Article Data178
CAS DataBase
Density 1.131 g/cm³
Solubility
Melting Point 95-97 °C(lit.)
Formula C₁₂H₁₂N₂
Boiling Point 321.8 °C at 760 mmHg
Molecular Weight 184.241
Flash Point 148.4 °C
Transport Information
Appearance white to off-white powder
Safety 26-39
Risk Codes 22-37/38-41
Molecular Structure
Hazard Symbols Xn
Synonyms Pyridine,2-(benzylamino)- (6CI,7CI,8CI);2-(Benzylamino)pyridine;N-Benzyl-2-aminopyridine;N-Benzyl-2-pyridinamine;N-Benzylpyridine-2-amine;NSC 59833;
PSA 24.92000
LogP 2.76670

Synthetic route

: 504-29-0
2-aminopyridine

: 100-51-6
benzyl alcohol

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With dichloro-[1,3-bis(4-tert-butylbenzyl)perhydrobenzimidazol-2-ylidene](p-cymene)ruthenium(II); potassium tert-butylate at 120℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;	100%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 24h;	99%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 24h; Inert atmosphere;	99%

: 109-09-1
2-chloropyridine

: 100-46-9
benzylamine

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With sodium t-butanolate In toluene at 100 - 110℃; for 24h; Buchwald-Hartwig amination; Inert atmosphere; Sealed vial;	99%
With potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;	95%
With copper(l) iodide; C14H16N2O; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 24h; Inert atmosphere; Sealed tube;	93%

: 5029-67-4
2-iodopyridine

: 100-46-9
benzylamine

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With cesium acetate; copper In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;	99%
With copper(l) iodide; 1-tetralone oxime; potassium hydroxide In water at 25℃; for 18h; Sealed tube; Inert atmosphere; Green chemistry;	93%
With tetra(n-butyl)ammonium hydroxide; copper(II) sulfate In water at 80℃; for 24h; Schlenk technique; Sealed tube; Inert atmosphere;	80%
With tetramethyl ammoniumhydroxide; ethyl 2-oxocyclohexane carboxylate; copper(l) chloride In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere;	72%

: 1883-96-1, 82299-15-8, 88785-73-3
N-benzylidenepyridin-2-amine

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With Triethoxysilane; [bis(2,6-diisopropylaniline)acenaphthene]Fe(η6-toluene) at 70℃; for 18h; Schlenk technique; Inert atmosphere; Glovebox; Sealed tube;	98%
With (4-Ph)Triaz(NHPiPr2)2Mn(CO)2Br; potassium tert-butylate; hydrogen In tetrahydrofuran at 50℃; under 15001.5 Torr; for 4h; Glovebox; Autoclave; Sealed tube; chemoselective reaction;	92%
With sodium tetrahydroborate In tetrahydrofuran at 25℃; for 4h;	40%
With sodium tetrahydroborate In methanol for 5h; Cooling;	19.09 g
With [MnBr(CO)3(2-(diphenylphosphinoamino)pyridine)]; potassium tert-butylate; hydrogen In ethanol at 80℃; for 48h; Autoclave;	50.7 mg

: 1444866-70-9
methyl benzylpyridin-2-ylcarbamate

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With water; sodium hydroxide In methanol for 3h; Reflux;	98%

: 442513-39-5
benzyl-pyridin-2-yl-carbamic acid tert-butyl ester

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane; water	97%
With trifluoroacetic acid In dichloromethane; water at 25℃;

: 109-04-6
2-bromo-pyridine

: 100-46-9
benzylamine

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With dibenzylphosphoramidous acid 1,1'-binaphthyl-2,2'-diyl ester; caesium carbonate; copper(I) bromide In N,N-dimethyl-formamide at 90℃; for 36h;	97%
With copper(l) iodide; 1-tetralone oxime; potassium hydroxide In water at 65℃; for 18h; Sealed tube; Inert atmosphere; Green chemistry;	95%
With cesium acetate; copper In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;	92%

: 1335111-43-7
N-benzyl-N-(pyridin-2-yl)hydroxylamine

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 0.5h; Inert atmosphere;	97%

: 15009-91-3
2-nitropyridine

: 100-51-6
benzyl alcohol

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With [RuCl(CO)(PPh3)(PNS-Me)]; potassium hydroxide In toluene at 100℃; for 12h;	96%
With bis(5-chlorosalicylidene)hydrazone binuclear copper(I) complex; potassium hydroxide In toluene at 100℃; for 18h;	80%
With aluminum (III) chloride; water In acetonitrile at 20℃; Irradiation;	50%

: 504-29-0
2-aminopyridine

: 100-52-7
benzaldehyde

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; silver trifluoromethanesulfonate In dichloromethane at 20℃; for 2h;	93%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In neat (no solvent) at 150℃; for 0.25h;	92%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; thiourea In toluene at 70℃; for 24h;	91%

: 504-29-0
2-aminopyridine

: 873-76-7
para-Chlorobenzyl alcohol

A: 6935-27-9
N-benzylpyridin-2-amine

B: 22881-33-0
N-[(4-chlorophenyl)methyl]pyridin-2-amine

Conditions

Conditions	Yield
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 24h;	A 8% B 90%
With cesium hydroxide; palladium diacetate In toluene at 150℃; for 12h;	A 19% B 74%

...Expand

: 4931-08-2
N-(pyridin-2-yl)benzimidamide

: 100-51-6
benzyl alcohol

A: 6935-27-9
N-benzylpyridin-2-amine

B: 55-21-0
benzamide

Conditions

Conditions	Yield
With potassium hydroxide In toluene at 120℃; for 15h; Schlenk technique; Glovebox; Inert atmosphere; Sealed tube;	A 82% B 94 %Chromat.

...Expand

: N-benzyl-2,2-difluoro-2-(pyridin-2-ylsulfonyl)acetamide

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 60℃; for 3h; Julia-Kocienski Olefination;	80%

: 78508-26-6
2-<α-(p-tolylthio)benzylamino>pyridine

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With sodium tetrahydroborate In 1,2-dimethoxyethane for 1h; Heating;	75%

: 1-[benzyl(pyridin-2-yl)amino]pyridinium bromide

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With acetic acid; zinc at 20℃; for 29h; Reduction;	75%

: 504-29-0
2-aminopyridine

: 109-73-9
N-butylamine

: 100-51-6
benzyl alcohol

A: 6935-27-9
N-benzylpyridin-2-amine

B: 1077-18-5
N-benzylidenebutan-1-amine

Conditions

Conditions	Yield
With iron(II,III) oxide; potassium tert-butylate In 1,4-dioxane at 90℃; for 168h; Inert atmosphere;	A 74% B 26%

...Expand

: 694-59-7
pyridine N-oxide

: 100-46-9
benzylamine

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane at 25℃; for 15h;	70%

: 504-29-0
2-aminopyridine

: 100-39-0
benzyl bromide

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With oxygen; lithium carbonate; copper(II) bis(trifluoromethanesulfonate) In toluene at 100℃; under 760.051 Torr; for 12h; Schlenk technique;	62%
With sodium hydrogencarbonate In tetrahydrofuran at 20℃; Inert atmosphere;	56%

: 100-46-9
benzylamine

: 202923-80-6
pyridin-2-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
In dimethyl sulfoxide at 100℃; for 24h;	60%

: 504-29-0
2-aminopyridine

: 100-46-9
benzylamine

A: 6935-27-9
N-benzylpyridin-2-amine

B: 620-40-6
tribenzylamine

C: 103-49-1
dibenzylamine

Conditions

Conditions	Yield
With C4F9SO3H at 200℃; for 42h; Yields of byproduct given;	A 54% B n/a C n/a

...Expand

: 504-29-0
2-aminopyridine

: 108-88-3
toluene

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With di-tert-butyl peroxide; copper In neat (no solvent) at 120℃; for 12h; Inert atmosphere; Schlenk technique;	51%

: 372-48-5
2-fluoropyridine

: 100-46-9
benzylamine

: 6935-27-9
N-benzylpyridin-2-amine

Conditions

Conditions	Yield
With cesium acetate; copper In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere;	50%
In 1-methyl-pyrrolidin-2-one at 150℃; for 0.25h; Flow reactor;

: 504-29-0
2-aminopyridine

: 100-44-7
benzyl chloride

A: 6935-27-9
N-benzylpyridin-2-amine

B: 137002-80-3
2-Benzylamino-5-benzylpyridine

Conditions

Conditions	Yield
1) 180 to 250 deg C, 3 h, 2) 250 deg C, 0.5 h;	A 20% B 41%

...Expand

: 5683-33-0
2-(Dimethylamino)pyridine

: 100-44-7
benzyl chloride

A: 6935-27-9
N-benzylpyridin-2-amine

B: 20173-75-5
N-benzyl-N-methyl-N-(2-pyridyl)amine

C: 137002-80-3
2-Benzylamino-5-benzylpyridine

D: 154424-43-8
2-(N,N-dibenzylamino)pyridine

Conditions

Conditions	Yield
at 250℃; for 4h;	A 15% B 21% C 4.7% D 19%

...Expand

: 100-44-7
benzyl chloride

: dimethylamino-pyridine hydrochloride

A: 6935-27-9
N-benzylpyridin-2-amine

B: 98477-40-8
2-amino-5-benzylpyridine

C: 20173-75-5
N-benzyl-N-methyl-N-(2-pyridyl)amine

D: 154424-43-8
2-(N,N-dibenzylamino)pyridine

Conditions

Conditions	Yield
at 250℃; for 4h; Further byproducts given;	A 17% B 4.3% C 20% D 14%

...Expand

: 100-44-7
benzyl chloride

: dimethylamino-pyridine hydrochloride

A: 6935-27-9
N-benzylpyridin-2-amine

B: 20173-75-5
N-benzyl-N-methyl-N-(2-pyridyl)amine

C: 137002-80-3
2-Benzylamino-5-benzylpyridine

D: 154424-43-8
2-(N,N-dibenzylamino)pyridine

Conditions

Conditions	Yield
at 250℃; for 4h; Further byproducts given;	A 17% B 20% C 14% D 12%

...Expand

: 504-29-0
2-aminopyridine

: 104-57-4
benzyl formate

: 6935-27-9
N-benzylpyridin-2-amine

: 504-29-0
2-aminopyridine

: 120-51-4
benzoic acid benzyl ester

A: 1753-62-4
N-benzyl-2-pyridone

B: 6935-27-9
N-benzylpyridin-2-amine

C: 55-21-0
benzamide

D: 65-85-0
benzoic acid

Conditions

Conditions	Yield
at 190 - 200℃; anschliessend Behandeln mit wss. Salzsaeure;

...Expand

: 504-29-0
2-aminopyridine

: 64-18-6
formic acid

: 100-52-7
benzaldehyde

: 6935-27-9
N-benzylpyridin-2-amine

...Expand

: 12112-67-3
bis(1,5-cyclooctadiene)diiridium(I) dichloride

: 6935-27-9
N-benzylpyridin-2-amine

: (2-benzylaminopyridine)chloro(1,5-cyclooctadiene)iridium(I)

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 7h;	100%

: 6935-27-9
N-benzylpyridin-2-amine

: tetraacetatodiruthenium chloride

: Ru(2+)*Ru(3+)*Cl(1-)*4C6H5CH2NC5H4N(1-)=Ru2(C6H5CH2NC5H4N)4Cl

Conditions

Conditions	Yield
In neat (no solvent) stirring at 120°C, 16h; sublimating excess ligand; repeating heating with fresh benzylaminopyridine; collecting; washing (acetone, methanol, diethyl ether); drying (vac., 80°C); elem. anal.;	97%

: 6935-27-9
N-benzylpyridin-2-amine

: 245-47-6
benzo[4,5]imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; bis(tertbutylcarbonyloxy)iodobenzene at 25℃; for 7h; Reagent/catalyst; Solvent;	97%

: 6935-27-9
N-benzylpyridin-2-amine

: 75-36-5
acetyl chloride

: N-benzyl-N-(pyridin-2-yl)acetamide

Conditions

Conditions	Yield
Stage #1: N-benzylpyridin-2-amine With methylmagnesium chloride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: acetyl chloride In tetrahydrofuran at 20℃; for 1h;	94%

: 6935-27-9
N-benzylpyridin-2-amine

: S,S-diethyl 2-phenylpropanebis(thioate)

: 1-benzyl-3-phenyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-1-ium-2-olate

Conditions

Conditions	Yield
In chlorobenzene for 3h; Reflux;	93%

: 6935-27-9
N-benzylpyridin-2-amine

: 2938-91-2
(butane-1-sulfenyl)-dipropyl-borane

: 64738-97-2
(C3H7)2BN(CH2C6H5)(2-C5H4N)

Conditions

Conditions	Yield
In dichloromethane byproducts: C4H9SH;	92%
In dichloromethane byproducts: C4H9SH;	92%

: 6935-27-9
N-benzylpyridin-2-amine

: 280116-83-8
benzyl(5-bromopyridin-2-yl)amine

Conditions

Conditions	Yield
With dihydrogen peroxide; 1-butylpyridinium bromide; toluene-4-sulfonic acid In 1,2-dimethoxyethane at 80℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Green chemistry; regioselective reaction;	91%

: 6935-27-9
N-benzylpyridin-2-amine

: 15781-72-3
bis(2,4,6-trichlorophenyl) ethylmalonate

: anhydro-(1-benzyl-3-ethyl-4-oxo-2-hydroxypyrido[1,2-a]pyrimidinium hydroxide)

Conditions

Conditions	Yield
at 180℃; for 0.0833333h; Cyclization;	86%
at 160℃; for 0.0666667h; Condensation;	70%

: 50-00-0
formaldehyd

: 6935-27-9
N-benzylpyridin-2-amine

: 829-85-6
diphenylphosphane

: 562108-07-0
2-(N-diphenylphosphinomethyl-N-benzyl)aminopyridine

Conditions

Conditions	Yield
With acetic acid In toluene at 70 - 80℃; for 6h;	86%

...Expand

: 6935-27-9
N-benzylpyridin-2-amine

: 504-29-0
2-aminopyridine

Conditions

Conditions	Yield
With sulfuric acid for 24h; Ambient temperature;	85%
With 9,10-Dicyanoanthracene In water; acetonitrile Irradiation;	75%

: 6935-27-9
N-benzylpyridin-2-amine

: 100-44-7
benzyl chloride

: 154424-43-8
2-(N,N-dibenzylamino)pyridine

Conditions

Conditions	Yield
With sodium amide In toluene	83%

: 6935-27-9
N-benzylpyridin-2-amine

: 57072-87-4
chlorocarbonyl-diazo-acetic acid ethyl ester

: N-benzyl-N-(2-pyridinyl)-α-(ethoxycarbonyl)-α-diazoacetamide

Conditions

Conditions	Yield
	83%

: 6935-27-9
N-benzylpyridin-2-amine

: N-(4-chlorobenzyl)-3-methylpyridin-2-amine

A: 245-47-6
benzo[4,5]imidazo[1,2-a]pyridine

B: 1445436-82-7
8-methyl-4-chloropyrido[1,2-a]benzimidazole

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; bis(tertbutylcarbonyloxy)iodobenzene at 25℃; for 7h;	A 83% B 79%

...Expand

: 6935-27-9
N-benzylpyridin-2-amine

: 304857-39-4
(6R,8R)-(-)-2-chloro-5,6,7,8,-tetrahydro-7,7-dimethyl-[6,8-methanoquinoline]

: (6R,8R)-(+)-benzyl-(5,6,7,8-tetrahydro-7,7-dimethyl-6,8-methanoquinolin-2-yl)-pyridin-2-yl-amine

Conditions

Conditions	Yield
With 1,3-bis-(diphenylphosphino)propane; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; tetrabutylammomium bromide In toluene at 100℃; Buchwald-Hartwig amination reaction;	81%

: 6935-27-9
N-benzylpyridin-2-amine

: 536-74-3
phenylacetylene

: 61122-85-8
phenyl-(2-phenylimidazo[1,2-a]pyridin-3-yl)methanone

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; lithium carbonate; copper(II) bis(trifluoromethanesulfonate) In toluene at 100℃; under 760.051 Torr; for 12h; Schlenk technique;	81%

: 6935-27-9
N-benzylpyridin-2-amine

: 3282-30-2
pivaloyl chloride

: 521300-02-7
N-benzyl-N-(pyridin-2-yl)pivalamide

Conditions

Conditions	Yield
Stage #1: N-benzylpyridin-2-amine With methylmagnesium chloride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: pivaloyl chloride In tetrahydrofuran at 20℃; for 1h;	79%

2-benzylaminopyridine Chemical Properties

IUPAC Name: N-benzylpyridin-2-amine
Molecular Formula: C₁₂H₁₂N₂
Molecular Weight: 184.2371g/mol
Appearance: white to off-white powder
EINECS: 230-060-5
Density: 1.131 g/cm³
Melting Point: 94°C to 98°C
Boiling Point: 116-131°C(0.6 mmHg),321.8 °C at 760 mmHg
Flash Point: 148.4 °C
Freely Rotating Bonds: 2
Polar Surface Area: 16.13 Å²
Index of Refraction: 1.636
Molar Refractivity: 58.44 cm³
Molar Volume: 162.8 cm³
Polarizability: 23.16 ×10^-24cm³
Surface Tension: 49.7 dyne/cm
Enthalpy of Vaporization: 56.36 kJ/mol
Vapour Pressure: 0.000291 mmHg at 25°C
The chemical synonyms of 2-Benzylaminopyridine (6935-27-9) are Benzyl-pyridin-2-yl-amine ; Aurora ka-4160 ; Alpha-benzylaminopyridine ; 2-Benzylaminopyridine ; n-Benzyl-2-pyridylamine ; n-Benzylpyridin-2-amine ; n-(2-pyridyl)Benzylamine ; n-(Phenylmethyl)-2-pyridinamine .Product categories of 2-Benzylaminopyridine (6935-27-9) are Pyridines derivates ; C9 to C46 ; Heterocyclic Building Blocks and Pyridines .The molecular structure of 2-Benzylaminopyridine (6935-27-9) is.

2-benzylaminopyridine Uses

It can be used as pharmaceutical intermediate.

2-benzylaminopyridine Safety Profile

Hazard Codes: Xn,Xi
Xn: Harmful
Xi: Irritant
Risk Statements: 22-37/38-41-40-36/37/38-20/21/22
22: Harmful if swallowed
40: Limited evidence of a carcinogenic effect
41: Risk of serious damage to eyes
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
37/38: Irritating to respiratory system and skin
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements; 26-39-36-22
22: Do not breathe dust
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
39: Wear eye/face protection

Product Name

2-Benzylaminopyridine

Synthetic route

2-benzylaminopyridine Chemical Properties

2-benzylaminopyridine Uses

2-benzylaminopyridine Safety Profile

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