Product Name

  • Name

    2-Picolylamine

  • EINECS 223-090-5
  • CAS No. 3731-51-9
  • Article Data55
  • CAS DataBase
  • Density 1.049
  • Solubility soluble in water
  • Melting Point 20 °C
  • Formula C6H8N2
  • Boiling Point 203 °C at 760 mmHg
  • Molecular Weight 108.143
  • Flash Point 90 °C
  • Transport Information UN 2735 8/PG 2
  • Appearance clear colorless to yellow or orange liquid
  • Safety 26-36/37/39-45-25-36-27
  • Risk Codes 36/37/38-34-37
  • Molecular Structure Molecular Structure of 3731-51-9 (2-Picolylamine)
  • Hazard Symbols CorrosiveC,IrritantXi
  • Synonyms Pyridine,2-(aminomethyl)- (6CI,7CI,8CI);(2-Pyridyl)methanamine;1-(Pyridin-2-yl)methanamine;2-(Aminomethyl)pyridine;2-Picolinamine;2-Pyridinylmethylamine;NSC 59705;Pyridin-2-ylmethanamine;a-(Aminomethyl)pyridine;a-Picolylamine;
  • PSA 38.91000
  • LogP 1.24060

Synthetic route

2-Cyanopyridine
100-70-9

2-Cyanopyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With sodium tetrahydroborate In water; dimethyl sulfoxide at 60℃; for 6h; High pressure; Green chemistry;99.9%
With 5%-palladium/activated carbon; ammonia; hydrogen In methanol at 30℃; under 7500.75 Torr; for 8h; Reagent/catalyst; Temperature; Pressure; Autoclave;95.11%
With sodium tetrahydroborate In water at 25℃; for 1h; Sonication;80%
[(Benzhydryl-amino)-pyridin-2-yl-methyl]-phosphonic acid diethyl ester
183016-40-2

[(Benzhydryl-amino)-pyridin-2-yl-methyl]-phosphonic acid diethyl ester

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With hydrogenchloride for 6h; Heating;72%
With hydrogenchloride; water for 6h; Hydrolysis; Heating;
amino-[2]pyridyl-acetic acid
62451-88-1

amino-[2]pyridyl-acetic acid

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

(E)-pyridin-2-aldoxime
1193-96-0

(E)-pyridin-2-aldoxime

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With ethanol; acetic acid; zinc
N-(2-pyridylmethyl)urea
36226-31-0

N-(2-pyridylmethyl)urea

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With nickel dichloride at 50 - 80.3℃; Thermodynamic data; Kinetics; Mechanism; ΔH(excit), ΔS(excit);
2-quinolinylhydrazone-(2-pyridinecarboxaldehyde)
7385-99-1

2-quinolinylhydrazone-(2-pyridinecarboxaldehyde)

A

2-Cyanopyridine
100-70-9

2-Cyanopyridine

B

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

C

2-aminoquinoline
580-22-3

2-aminoquinoline

Conditions
ConditionsYield
In water Mechanism; electroreduction, pH 3.0, phosphate buffers, pyrolytic graphite electrode;
2,2-dimethyl-3-(2-pyridylmethyl)-4-oxo-4H-1,3-benzoxazine
76809-35-3

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

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
With hydrogenchloride for 3h; Heating;A 0.24 g
B 0.44 g
Diphenyl-[(pyridin-2-ylmethyl)-amino]-methanol
80500-19-2

Diphenyl-[(pyridin-2-ylmethyl)-amino]-methanol

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With water In acetonitrile at 30℃; Rate constant;
2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde
29668-43-7

2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With lithium borohydride; Rink amine resin; water; trifluoroacetic acid; trimethyl orthoformate solid phase synthesis; 1) RT, 2) THF, 70 deg C, 5 h, 3) CH2Cl2, RT, 5 h; Yield given. Multistep reaction;
2-(diphenylmethyliminomethyl)pyridine
15192-56-0

2-(diphenylmethyliminomethyl)pyridine

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

1.) Ac-DNal-DCpa-DPal-(OBzl)Ser-(Fmoc)Lys-D(Fmoc)Lys-Leu-ILys-Pro-DAla-MBHA-resin

1.) Ac-DNal-DCpa-DPal-(OBzl)Ser-(Fmoc)Lys-D(Fmoc)Lys-Leu-ILys-Pro-DAla-MBHA-resin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene / 2 h / Heating
2: HCl; water / 6 h / Heating
View Scheme
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 1 h / Heating
2: 100 - 110 °C
3: 72 percent / aq. HCl / 6 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: ammonia / tetrahydrofuran / 24 h / 20 °C
2: sodium tetrahydroborate; methanol / 20 °C
View Scheme
2-(diphenylmethyliminomethyl)pyridine
15192-56-0

2-(diphenylmethyliminomethyl)pyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 - 110 °C
2: 72 percent / aq. HCl / 6 h / Heating
View Scheme
2-Hydroxymethylpyridine
586-98-1

2-Hydroxymethylpyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II); ammonia In toluene under 5700.38 Torr; for 30h; Inert atmosphere; Reflux;96 %Chromat.
2-Hydroxymethylpyridine
586-98-1

2-Hydroxymethylpyridine

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

N-(2-pyridylmethyl)-2-pyridylmethanimine
119715-60-5

N-(2-pyridylmethyl)-2-pyridylmethanimine

Conditions
ConditionsYield
With ammonia; carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II) In toluene under 5700.38 Torr; for 30h; Product distribution / selectivity; Reflux;
2-(1-(triphenylmethylamino)methyl)pyridine
1262670-63-2

2-(1-(triphenylmethylamino)methyl)pyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; water; acetic acid In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
2-azidomethylpyridine
609770-35-6

2-azidomethylpyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen at 20℃; for 3h;
2-azidomethylpyridine
609770-35-6

2-azidomethylpyridine

(R)-(+)-2-diphenylphosphino-2'-((trifluoromethanesulfonyl)oxy)-1,10-binaphthyl

(R)-(+)-2-diphenylphosphino-2'-((trifluoromethanesulfonyl)oxy)-1,10-binaphthyl

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

(R)-(+)-2-(diphenylphosphinyl)-2'-[(trifluoromethanesulfonyl)oxy]-1,1'-binaphthyl
132532-04-8, 137769-34-7

(R)-(+)-2-(diphenylphosphinyl)-2'-[(trifluoromethanesulfonyl)oxy]-1,1'-binaphthyl

Conditions
ConditionsYield
In toluene at 115℃; for 20h; Staudinger Azide Reduction; Schlenk technique; Inert atmosphere;
N-(pyridin-2-ylmethyl)acetamide
58481-18-8

N-(pyridin-2-ylmethyl)acetamide

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 20h; Catalytic behavior; Autoclave; chemoselective reaction;95 %Chromat.
pyridine-2-carbaldehyde imine
7166-34-9, 115663-05-3

pyridine-2-carbaldehyde imine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 20℃;
Stage #1: pyridine-2-carbaldehyde imine With C66H114B2Ge2Li2N2O4 In hexane; toluene for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: With water In hexane; toluene Inert atmosphere; Schlenk technique;
2-Cyanopyridine
100-70-9

2-Cyanopyridine

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

pyridine-2-carboxylic acid amide
1452-77-3

pyridine-2-carboxylic acid amide

Conditions
ConditionsYield
With ammonia; hydrogen In water; isopropyl alcohol at 80℃; under 15001.5 Torr; for 24h; Autoclave;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

formaldehyd
50-00-0

formaldehyd

1-(2-pyridinylmethyl)-piperidin-4-one
41661-56-7

1-(2-pyridinylmethyl)-piperidin-4-one

N,N-bis(2-pyridylmethyl)-bispidone

N,N-bis(2-pyridylmethyl)-bispidone

Conditions
ConditionsYield
With methanol; acetic acid100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2-O-methyl-1-O-(octadecylcarbamoyl)-3-O-(phenoxycarbonyl)glycerol
116953-37-8

2-O-methyl-1-O-(octadecylcarbamoyl)-3-O-(phenoxycarbonyl)glycerol

2-O-methyl-3-O--1-O-(octadecylcarbamoyl)glycerol
116953-38-9

2-O-methyl-3-O--1-O-(octadecylcarbamoyl)glycerol

Conditions
ConditionsYield
at 90℃; for 1h;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

formic acid ethyl ester
109-94-4

formic acid ethyl ester

N-((pyridin-2-yl)methyl)formamide
56625-03-7

N-((pyridin-2-yl)methyl)formamide

Conditions
ConditionsYield
for 1.5h; Reflux;100%
at 25℃; for 8h;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

4-Bromo-2-formyl-6-(morpholin-4-ylmethyl)phenol
154198-11-5

4-Bromo-2-formyl-6-(morpholin-4-ylmethyl)phenol

4-bromo-2-(N-morpholinylmethyl)-6-(2-pyridylmethyliminomethyl)phenol

4-bromo-2-(N-morpholinylmethyl)-6-(2-pyridylmethyliminomethyl)phenol

Conditions
ConditionsYield
In toluene for 4h; Heating;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

3,5-di-tert-butyl-2-hydroxybenzaldehyde
37942-07-7

3,5-di-tert-butyl-2-hydroxybenzaldehyde

(E)-2,4-di-tert-butyl-6-(((pyridin-2-ylmethyl)imino)methyl)phenol

(E)-2,4-di-tert-butyl-6-(((pyridin-2-ylmethyl)imino)methyl)phenol

Conditions
ConditionsYield
In methanol for 2h; Heating;100%
In methanol for 1h; Ambient temperature;
In methanol at 50℃; for 4h;
In methanol Reflux;
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

(E)-1-(pyridine-2-yl)-N-(pyridine-2-ylmethylene)methaneamine
119715-60-5

(E)-1-(pyridine-2-yl)-N-(pyridine-2-ylmethylene)methaneamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 3h;100%
With magnesium sulfate In dichloromethane at 20℃; for 3h;100%
In dichloromethane at 20℃; for 12h; Molecular sieve;98%
In ethanol
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

6-(tert-butoxycarbonylamino)hexanoic acid
6404-29-1

6-(tert-butoxycarbonylamino)hexanoic acid

1-(N-pyrid-2-ylmethyl)-6-(tert-butoxycarbonylamino)hexanamide
346693-19-4

1-(N-pyrid-2-ylmethyl)-6-(tert-butoxycarbonylamino)hexanamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h;100%
With triethylamine; dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 48h;83%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

fenoxaprop-p-ethyl
66441-23-4, 71283-80-2

fenoxaprop-p-ethyl

A

(R)-2-(4-hydroxyphenoxy)propionic acid ethyl ester
71301-98-9

(R)-2-(4-hydroxyphenoxy)propionic acid ethyl ester

B

(6-chloro-benzooxazol-2-yl)-pyridin-2-yl-amine

(6-chloro-benzooxazol-2-yl)-pyridin-2-yl-amine

Conditions
ConditionsYield
at 20℃;A n/a
B 100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2-hydroxy-3-phenylbenzaldehyde
14562-10-8

2-hydroxy-3-phenylbenzaldehyde

3-[(pyridin-2-ylmethylimino)methyl]biphenyl-2-ol

3-[(pyridin-2-ylmethylimino)methyl]biphenyl-2-ol

Conditions
ConditionsYield
for 1h; Heating;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2,2'-dihydroxybiphenyl-3-carboxaldehyde
156660-22-9

2,2'-dihydroxybiphenyl-3-carboxaldehyde

3-[(pyridin-2-ylmethylimino)methyl]biphenyl-2,2'-diol

3-[(pyridin-2-ylmethylimino)methyl]biphenyl-2,2'-diol

Conditions
ConditionsYield
for 1h; Heating;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

benzaldehyde
100-52-7

benzaldehyde

2-(N-benzylaminomethyl)pyridine
18081-89-5

2-(N-benzylaminomethyl)pyridine

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine; benzaldehyde In methanol at 20℃; for 2h;
Stage #2: With methanol; sodium tetrahydroborate at 20℃; for 1h; Cooling with ice;
100%
Stage #1: 2-(Aminomethyl)pyridine; benzaldehyde With acetic acid In methanol at 20℃; for 1h;
Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 0.5h;
80%
With sodium tetrahydroborate In ethanol for 12h; Heating;75%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Boc-D-Trp-OH
5241-64-5

Boc-D-Trp-OH

(R)-tert-butyl 3-(1H-indol-3-yl)-1-oxo-1-(pyridin-2-ylmethylamino)propan-2-ylcarbamate
956489-59-1

(R)-tert-butyl 3-(1H-indol-3-yl)-1-oxo-1-(pyridin-2-ylmethylamino)propan-2-ylcarbamate

Conditions
ConditionsYield
With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In dichloromethane at 20℃; for 1h;100%
With 4-methyl-morpholine In dichloromethane at 20℃; for 1h;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

4-phenyl-1-butylamine
13214-66-9

4-phenyl-1-butylamine

3-bromomethylbenzoic acid
6515-58-8

3-bromomethylbenzoic acid

C32H33N3O3

C32H33N3O3

Conditions
ConditionsYield
Multistep reaction.;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

C17H17F3O3
938455-56-2

C17H17F3O3

di(succinimido) carbonate
74124-79-1

di(succinimido) carbonate

C24H23F3N2O4

C24H23F3N2O4

Conditions
ConditionsYield
Stage #1: C17H17F3O3; di(succinimido) carbonate With triethylamine In acetonitrile at 20℃; for 1h;
Stage #2: 2-(Aminomethyl)pyridine In acetonitrile at 20℃; for 0.25h; Further stages.;
100%
[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] (4-nitrophenyl) carbonate
154492-12-3

[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] (4-nitrophenyl) carbonate

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12SR,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32SR,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] N-(2-pyridylmethyl)carbamate
156598-70-8

[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12SR,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32SR,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] N-(2-pyridylmethyl)carbamate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at -20℃; for 1.5h; Inert atmosphere;100%
In dichloromethane at -10 - 0℃; for 3h;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

pyridin-2-ylmethyl-phosphoramidic acid diethyl ester
149543-47-5

pyridin-2-ylmethyl-phosphoramidic acid diethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 21h; Heating / reflux;100%
With triethylamine In dichloromethane at 20℃; Inert atmosphere;85%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

terephthalaldehyde,
623-27-8

terephthalaldehyde,

N,N′-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)methanamine)
297771-20-1

N,N′-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)methanamine)

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine; terephthalaldehyde, In benzene Heating / reflux;
Stage #2: With hydrogen; palladium 10% on activated carbon In methanol under 1551.49 Torr; for 20h;
100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

4-[[N-(tert-butoxycarbonyl)-N-(2-pyridinylmethyl)amino]methyl]benzylaldehyde
298181-91-6

4-[[N-(tert-butoxycarbonyl)-N-(2-pyridinylmethyl)amino]methyl]benzylaldehyde

C25H28N4O2

C25H28N4O2

Conditions
ConditionsYield
In methanol at 20℃; for 3h;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

4-((6,7-dimethoxyquinolin-4-yl)oxy)aniline
190728-25-7

4-((6,7-dimethoxyquinolin-4-yl)oxy)aniline

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

N-(4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl)-N'-(pyridin-2-ylmethyl)urea

N-(4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl)-N'-(pyridin-2-ylmethyl)urea

Conditions
ConditionsYield
With triethylamine In toluene100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

methyltrioxorhenium(VII)
70197-13-6

methyltrioxorhenium(VII)

{2-(aminomethyl)pyridine}methyl(trioxo)rhenium(VII)

{2-(aminomethyl)pyridine}methyl(trioxo)rhenium(VII)

Conditions
ConditionsYield
In toluene decanted, washed with toluene, dried in vac.; elem. anal.;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

N-2-pyridinylcarbonyl-2-pyridinecarboximide
6707-97-7

N-2-pyridinylcarbonyl-2-pyridinecarboximide

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine With copper(II) acetate monohydrate In ethanol for 24h; in air;
Stage #2: With edetate disodium In chloroform; water
100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2-cyano-N-(pyridin-2-ylmethyl)acetamide
84951-58-6

2-cyano-N-(pyridin-2-ylmethyl)acetamide

Conditions
ConditionsYield
at 0 - 20℃; Neat (no solvent);100%
In neat (no solvent) at 20℃;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2-pivaloylaminopyridine-6-carboxaldehyde
372948-82-8

2-pivaloylaminopyridine-6-carboxaldehyde

N-(6-(((pyridin-2-ylmethyl)amino)methyl)pyridin-2-yl)pivalamide
831195-44-9

N-(6-(((pyridin-2-ylmethyl)amino)methyl)pyridin-2-yl)pivalamide

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine; 2-pivaloylaminopyridine-6-carboxaldehyde In methanol at 20℃; for 2.5h;
Stage #2: With sodium tetrahydroborate at 0℃;
100%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

iron(II) trifluoromethanesulfonate acetonitrile disolvate

iron(II) trifluoromethanesulfonate acetonitrile disolvate

[(smifH)2Fe](OTf)2

[(smifH)2Fe](OTf)2

Conditions
ConditionsYield
In acetonitrile100%
In acetonitrile at 25℃;
In acetonitrile at 25℃;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

3-tert-butyl-2-hydroxybenzaldehyde
24623-65-2

3-tert-butyl-2-hydroxybenzaldehyde

C17H20N2O

C17H20N2O

Conditions
ConditionsYield
at 20℃; Inert atmosphere; Schlenk technique; Glovebox;100%
In methanol at 20℃;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

D-arabinono-1,4-lactone 5-(dihydrogenophosphate)
219946-62-0

D-arabinono-1,4-lactone 5-(dihydrogenophosphate)

N-(5-phosphate-D-arabinoyl)-1-(pyridin-2-yl)methanamine

N-(5-phosphate-D-arabinoyl)-1-(pyridin-2-yl)methanamine

Conditions
ConditionsYield
With N,N-dimethyl-formamide at 20℃; for 1.5h; Inert atmosphere;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

N-(2-pyridylmethyl)-2-pyridylmethanimine
119715-60-5

N-(2-pyridylmethyl)-2-pyridylmethanimine

Conditions
ConditionsYield
With NC-800; air In water; dimethyl sulfoxide at 120℃; for 8h; Green chemistry;99.9%
With porphyrin based sp2 carbon conjugated covalent organic framework; air In chlorobenzene; acetonitrile at 25℃; for 0.75h; Irradiation;96%
With oxygen at 100℃; under 3800.26 Torr; for 2h; Autoclave; Neat (no solvent);90%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

bis[(2-pyridyl)methyl]amine
1539-42-0

bis[(2-pyridyl)methyl]amine

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol99.6%
Stage #1: pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine In methanol at 20℃; for 10h;
Stage #2: With methanol; sodium tetrahydroborate at 20℃;
95%
Stage #1: pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine In methanol at 20℃; for 1h;
Stage #2: With methanol; sodium tetrahydroborate at 0 - 20℃;
95%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-[N-(tert-butoxycarbonyl)aminomethyl]pyridine
134807-28-6

2-[N-(tert-butoxycarbonyl)aminomethyl]pyridine

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;99%
In dichloromethane Ambient temperature;98%
With 8Na(1+)*12C4H10NO(1-)*2HO(1-)*2Nd(3+) In neat (no solvent) at 20℃; for 0.0333333h; Inert atmosphere; Schlenk technique; Green chemistry;98%

2-Picolylamine Chemical Properties

The Molecular formula of  2-AMINOMETHYLPYRIDINE(3731-51-9) : C6H8N2
The Molecular Weight of  2-AMINOMETHYLPYRIDINE(3731-51-9) : 108.14
Molecular Structure:
EINECS: 223-090-5
Melting point: 20°C
Boiling Point: 203 °C at 760 mmHg 
Flash Point: 90 °C 
Index of Refraction: 1.551 
Molar Refractivity: 32.79 cm
Molar Volume: 102.6 cm
Polarizability: 13 10-24 cm3 
Surface Tension: 45.9 dyne/cm 
Density: 1.053 g/cm3 
Enthalpy of Vaporization: 43.92 kJ/mol 
Vapour Pressure: 0.284 mmHg at 25°C 
Water Solubility: SOLUBLE
BRN: 108054
Synonyms:2-(Aminobenzyl)pyridine;2-pyridinemethanamine;beta-Picolylamine;2-aminomethyl-pyridin;2-Picolinamine;2-Pyridinemethylamine;2-Pyridinylmethanamine; (2-Pyridylmethyl)amine;

2-Picolylamine Toxicity Data With Reference

1.   

ivn-mus LD50:340 mg/kg

   APFRAD    Annales Pharmaceutiques Francaises. 26 (1968),345.
2.   

orl-qal LD50:750 mg/kg

   AECTCV    Archives of Environmental Contamination and Toxicology. 12 (1983),355.
3.   

orl-bwd LD50:562 mg/kg

   AECTCV    Archives of Environmental Contamination and Toxicology. 12 (1983),355.
4.   

ivn-mus LD50:340 mg/kg

   APFRAD    Annales Pharmaceutiques Francaises. 26 (1968),345.

2-Picolylamine Consensus Reports

Reported in EPA TSCA Inventory.

2-Picolylamine Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.
The Hazard Codes of2-AMINOMETHYLPYRIDINE(3731-51-9):  C,  Xi
Hazard Note : Corrosive
HazardClass: 8
The Risk Statements information of 2-AMINOMETHYLPYRIDINE(3731-51-9):
34:  Causes burns 
37:  Irritating to the respiratory system 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of 2-AMINOMETHYLPYRIDINE(3731-51-9):
25:  Avoid contact with eyes 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
27:  Take off immediately all contaminated clothing 
36:  Wear suitable protective clothing 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
RIDADR: UN 2735 8/PG 2
WGK Germany: 3
RTECS: US1840000
PackingGroup: III
HS Code: 29333999
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