Product Name

  • Name

    4-(Ethylaminomethyl)pyridine

  • EINECS 251-506-5
  • CAS No. 33403-97-3
  • Article Data9
  • CAS DataBase
  • Density 0.967 g/cm3
  • Solubility miscible with water
  • Melting Point
  • Formula C8H12N2
  • Boiling Point 219.1 °C at 760 mmHg
  • Molecular Weight 136.197
  • Flash Point 98.3 °C
  • Transport Information
  • Appearance Colorless to Yellow Liquid
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 33403-97-3 (4-(Ethylaminomethyl)pyridine)
  • Hazard Symbols IrritantXi
  • Synonyms Pyridine,4-[(ethylamino)methyl]- (7CI,8CI);4-(N-Ethylaminomethyl)pyridine;4-[(Ethylamino)methyl]pyridine;Ethyl(4-pyridinylmethyl)amine;N-(4-Pyridylmethyl)ethylamine;N-Ethyl-4-picolylamine;N-Ethyl-4-pyridinemethanamine;N-Ethyl-N-(pyridin-4-ylmethyl)amine;N-[(Pyridin-4-yl)methyl]ethylamine;NSC 85903;g-Picolylethylamine;
  • PSA 24.92000
  • LogP 1.58200

Synthetic route

Ethyl-[1-pyridin-4-yl-meth-(E)-ylidene]-amine
54433-74-8

Ethyl-[1-pyridin-4-yl-meth-(E)-ylidene]-amine

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

Conditions
ConditionsYield
With sodium tetrahydroborate; water at 10 - 25℃;56.2%
With sodium tetrahydroborate In ethanol at 20℃; for 12h;2.3 g
With sodium tetrahydroborate In ethanol; water for 20h;
tropicamide
1508-75-4

tropicamide

A

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

B

Tropic acid
529-64-6

Tropic acid

C

N-ethyl-N-(4-picolyl)-atropamide
57322-50-6

N-ethyl-N-(4-picolyl)-atropamide

D

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

Conditions
ConditionsYield
With sodium hydroxide In water for 10h; Heating;
...Expand
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol / 10 h / 20 °C
2: sodium tetrahydroborate / ethanol / 12 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: ethanol / water / 0.5 h / Cooling
2: sodium tetrahydroborate; ethanol / water / 20 h
View Scheme
Multi-step reaction with 2 steps
1: ethanol; water / 0 - 10 °C
2: sodium tetrahydroborate / ethanol; water / 10 - 25 °C
View Scheme
Multi-step reaction with 2 steps
1: ethanol; water / 0 - 20 °C
2: sodium tetrahydroborate / 10 - 25 °C
View Scheme
Multi-step reaction with 2 steps
1: ethanol; water / 0 - 20 °C
2: sodium tetrahydroborate; water / 10 - 25 °C
View Scheme
carbon disulfide
75-15-0

carbon disulfide

diphenyltin(IV) dichloride
1135-99-5

diphenyltin(IV) dichloride

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

4-(ethylaminodithiocarbamate)methylpyridine diphenyltin(IV)
1398712-61-2

4-(ethylaminodithiocarbamate)methylpyridine diphenyltin(IV)

Conditions
ConditionsYield
Stage #1: carbon disulfide; 4-(ETHYLAMINOMETHYL)PYRIDINE With potassium hydroxide In methanol at 20℃; for 2h;
Stage #2: diphenyltin(IV) dichloride In methanol for 2h;		99%
...Expand
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-ethyl-2,2,2-trifluoro-N-(pyridin-4-ylmethyl)acetamide

N-ethyl-2,2,2-trifluoro-N-(pyridin-4-ylmethyl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 15h; Inert atmosphere;98%
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

benzoic acid
65-85-0

benzoic acid

N-ethyl-N-(pyridin-4-ylmethyl)benzamide
329715-70-0

N-ethyl-N-(pyridin-4-ylmethyl)benzamide

Conditions
ConditionsYield
Stage #1: 4-(ETHYLAMINOMETHYL)PYRIDINE; benzoic acid With triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;		97%
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

trifluoroacetic acid
76-05-1

trifluoroacetic acid

C8H12N2*C2HF3O2

C8H12N2*C2HF3O2

Conditions
ConditionsYield
In ethanol at 20℃; Solvent; Temperature;95.8%
methanesulfonic acid
75-75-2

methanesulfonic acid

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

C8H12N2*CH4O3S

C8H12N2*CH4O3S

Conditions
ConditionsYield
In ethyl acetate at 20℃; Solvent; Temperature;93.3%
carbon monoxide
201230-82-2

carbon monoxide

20‑iodo‑5α‑pregn‑20‑ene

20‑iodo‑5α‑pregn‑20‑ene

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

C30H44N2O

C30H44N2O

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 50℃; under 750.075 Torr; for 24h; chemoselective reaction;93%
...Expand
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

ethyl acrylate
140-88-5

ethyl acrylate

ethyl 3-{N-ethyl-N-[(pyridine-4-yl)methyl]amino}propanoate
1001397-05-2

ethyl 3-{N-ethyl-N-[(pyridine-4-yl)methyl]amino}propanoate

Conditions
ConditionsYield
With samarium(III) trifluoromethanesulfonate In dichloromethane at 20℃; for 2h; aza-Michael reaction;92%
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

methyl 2-oxocyclopentane-1-carboxylate
10472-24-9

methyl 2-oxocyclopentane-1-carboxylate

C14H18N2O2
1400304-31-5

C14H18N2O2

Conditions
ConditionsYield
In toluene for 36h; Reflux;91%
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

acrylonitrile
107-13-1

acrylonitrile

3-{N-ethyl-N-[(pyridine-4-yl)methyl]amino}propanenitrile
1001397-07-4

3-{N-ethyl-N-[(pyridine-4-yl)methyl]amino}propanenitrile

Conditions
ConditionsYield
With samarium(III) trifluoromethanesulfonate In dichloromethane at 20℃; for 2.5h; aza-Michael reaction;90%
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

propionic acid
802294-64-0

propionic acid

N-ethyl-N-(pyridin-4-ylmethyl)propionamide

N-ethyl-N-(pyridin-4-ylmethyl)propionamide

Conditions
ConditionsYield
Stage #1: 4-(ETHYLAMINOMETHYL)PYRIDINE; propionic acid With triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;		90%
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

methyl vinyl ketone
78-94-4

methyl vinyl ketone

4-{N-ethyl-N-[(pyridine-4-yl)methyl]amino}butan-2-one
1001397-09-6

4-{N-ethyl-N-[(pyridine-4-yl)methyl]amino}butan-2-one

Conditions
ConditionsYield
With samarium(III) trifluoromethanesulfonate In dichloromethane at 20℃; for 2.5h; aza-Michael reaction;87%
nitrostyrene
5153-67-3

nitrostyrene

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

N-ethyl-2-nitro-1-phenyl-N-[(pyridin-4-yl)methyl]ethanamine
1001397-08-5

N-ethyl-2-nitro-1-phenyl-N-[(pyridin-4-yl)methyl]ethanamine

Conditions
ConditionsYield
With samarium(III) trifluoromethanesulfonate In dichloromethane at 20℃; for 3h; aza-Michael reaction;86%
carbon monoxide
201230-82-2

carbon monoxide

1-phenyl-1-iodoethylene
51246-20-9

1-phenyl-1-iodoethylene

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

N-ethyl-N-(4-picolyl)-atropamide
57322-50-6

N-ethyl-N-(4-picolyl)-atropamide

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 50℃; under 750.075 Torr; for 20h; Time; Autoclave; Inert atmosphere; chemospecific reaction;86%
...Expand
pivaloyl chloride
3282-30-2

pivaloyl chloride

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

N-ethyl-N-(pyridin-4-ylmethyl)pivalamide

N-ethyl-N-(pyridin-4-ylmethyl)pivalamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;85%
9-carbazolylacetic acid
524-80-1

9-carbazolylacetic acid

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

2-(9H-carbazol-9-yl)-N-ethyl-N-(pyridin-4-ylmethyl)acetamide

2-(9H-carbazol-9-yl)-N-ethyl-N-(pyridin-4-ylmethyl)acetamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 15h; Inert atmosphere;84%
basic nickel(II) carbonate

basic nickel(II) carbonate

chromium(III) trifluoride tetrahydrate

chromium(III) trifluoride tetrahydrate

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

Trimethylacetic acid
75-98-9

Trimethylacetic acid

(4-PyCH2NH2CH2CH3)[Cr7Ni(μ-F8)(O2CtBu)16]

(4-PyCH2NH2CH2CH3)[Cr7Ni(μ-F8)(O2CtBu)16]

Conditions
ConditionsYield
Stage #1: chromium(III) trifluoride tetrahydrate; 4-(ETHYLAMINOMETHYL)PYRIDINE; Trimethylacetic acid at 140℃; for 0.5h;
Stage #2: basic nickel(II) carbonate In melt at 140 - 160℃; for 23h;		84%
...Expand
(2-propenyl)propanedioic acid diethyl ester
2049-80-1

(2-propenyl)propanedioic acid diethyl ester

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

C15H20N2O3

C15H20N2O3

Conditions
ConditionsYield
In toluene for 36h; Inert atmosphere; Reflux;82%
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

phenylpropyolic acid
637-44-5

phenylpropyolic acid

N-ethyl-3-phenyl-N-(pyridin-4-ylmethyl)propiolamide
925105-65-3

N-ethyl-3-phenyl-N-(pyridin-4-ylmethyl)propiolamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;82%
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

4-((ethylamino)methyl)pyridine 1-oxide

4-((ethylamino)methyl)pyridine 1-oxide

Conditions
ConditionsYield
With sulfuric acid; 3,4-dihydro-2,4,4-trimethyl-1-(trifluoromethyl)isoquinolinium tetrafluoroborate; dihydrogen peroxide In dichloromethane; water at 20℃; for 16h;80%
carbon monoxide
201230-82-2

carbon monoxide

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

(1R)-2-iodo-1,7,7-trimethylbicyclo<2.2.1>hept-2-ene
22885-95-6

(1R)-2-iodo-1,7,7-trimethylbicyclo<2.2.1>hept-2-ene

C19H26N2O

C19H26N2O

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 50℃; under 750.075 Torr; for 2h; chemoselective reaction;80%
...Expand
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

methyl 2-oxocyclopentane-1-carboxylate
10472-24-9

methyl 2-oxocyclopentane-1-carboxylate

C15H20N2O2
1400303-96-9

C15H20N2O2

Conditions
ConditionsYield
In toluene for 36h; Reflux;76%
Tropic acid
529-64-6

Tropic acid

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

tropicamide
1508-75-4

tropicamide

Conditions
ConditionsYield
Stage #1: Tropic acid With triethylamine; acetyl chloride In toluene at 50℃; for 3h;
Stage #2: With thionyl chloride In toluene for 5h;
Stage #3: 4-(ETHYLAMINOMETHYL)PYRIDINE With α-[(acetyloxy)methyl]benzeneacetic acid; triethylamine In toluene at 0 - 10℃;		75.9%
carbon disulfide
75-15-0

carbon disulfide

dibutyltin chloride
683-18-1

dibutyltin chloride

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

4-(ethylaminodithiocarbamate)methylpyridine di-n-butyltin(IV)
1398712-60-1

4-(ethylaminodithiocarbamate)methylpyridine di-n-butyltin(IV)

Conditions
ConditionsYield
Stage #1: carbon disulfide; 4-(ETHYLAMINOMETHYL)PYRIDINE With potassium hydroxide In methanol at 20℃; for 2h;
Stage #2: dibutyltin chloride In methanol for 2h;		75%
...Expand
1-iodo-1-cyclohexene
17497-53-9

1-iodo-1-cyclohexene

carbon monoxide
201230-82-2

carbon monoxide

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

N-ethyl-N-(4-picolyl)-cyclohexene-1-carboxamide
1529793-34-7

N-ethyl-N-(4-picolyl)-cyclohexene-1-carboxamide

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 50℃; under 750.075 Torr; Autoclave; Inert atmosphere; chemospecific reaction;72%
...Expand
carbon monoxide
201230-82-2

carbon monoxide

20‑iodo‑3β‑acetoxy‑5α‑pregn‑20‑ene
32138-51-5

20‑iodo‑3β‑acetoxy‑5α‑pregn‑20‑ene

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

C30H42N2O2

C30H42N2O2

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 50℃; under 750.075 Torr; for 1h; chemoselective reaction;72%
...Expand
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

2-fluoro-3-oxobutyric acid methyl ester
80171-29-5

2-fluoro-3-oxobutyric acid methyl ester

C12H15FN2O2
1400304-28-0

C12H15FN2O2

Conditions
ConditionsYield
With Selectfluor In acetonitrile at 0 - 20℃; for 18h;71%
2-Butynoic acid
590-93-2

2-Butynoic acid

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

N-ethyl-N-(pyridin-4-ylmethyl)but-2-ynamide
1467079-16-8

N-ethyl-N-(pyridin-4-ylmethyl)but-2-ynamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 14h; Inert atmosphere;71%
3β-hydroxy-12-iodo-5α,25R-spirost-11-ene
944938-27-6

3β-hydroxy-12-iodo-5α,25R-spirost-11-ene

carbon monoxide
201230-82-2

carbon monoxide

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

C36H52N2O4

C36H52N2O4

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 50℃; under 750.075 Torr; for 24h; chemoselective reaction;71%
...Expand
4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

C12H16N2O3
1235457-17-6

C12H16N2O3

Conditions
ConditionsYield
In toluene for 36h; Inert atmosphere; Reflux;70%
2-(methoxycarbonyl)cycloheptanone
52784-32-4

2-(methoxycarbonyl)cycloheptanone

4-(ETHYLAMINOMETHYL)PYRIDINE
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

C16H22N2O2
1400304-05-3

C16H22N2O2

Conditions
ConditionsYield
In toluene for 36h; Reflux;69%

4-(Ethylaminomethyl)pyridine Specification

The 4-(Ethylaminomethyl)pyridine is an organic compound with the formula C8H12N2. The IUPAC name of this chemical is N-(pyridin-4-ylmethyl)ethanamine. With the CAS registry number 33403-97-3, it is also named as N-Ethyl-4-pyridinemethylamine. The product's categories are Heterocyclic Compounds; C7 and C8; Heterocyclic Building Blocks; Pyridines. Besides, it is a colorless to yellow  liquid, which should be stored in a closed, cool, dry place.

Physical properties about 4-(Ethylaminomethyl)pyridine are: (1)ACD/LogP: 0.56; (2)ACD/LogD (pH 5.5): -2.24; (3)ACD/LogD (pH 7.4): -0.58; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 3.52; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 16.13 Å2; (12)Index of Refraction: 1.51; (13)Molar Refractivity: 42.12 cm3; (14)Molar Volume: 140.7 cm3; (15)Polarizability: 16.69×10-24cm3; (16)Surface Tension: 36.3 dyne/cm; (17)Density: 0.967 g/cm3; (18)Flash Point: 98.3 °C; (19)Enthalpy of Vaporization: 45.55 kJ/mol; (20)Boiling Point: 219.1 °C at 760 mmHg; (21)Vapour Pressure: 0.121 mmHg at 25°C.

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

You can still convert the following datas into molecular structure:
(1)SMILES: n1ccc(cc1)CNCC
(2)InChI: InChI=1/C8H12N2/c1-2-9-7-8-3-5-10-6-4-8/h3-6,9H,2,7H2,1H3
(3)InChIKey: ZBAMQLFFVBPAOX-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C8H12N2/c1-2-9-7-8-3-5-10-6-4-8/h3-6,9H,2,7H2,1H3
(5)Std. InChIKey: ZBAMQLFFVBPAOX-UHFFFAOYSA-N

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View