3-Amino-2-picoline supplier

Name
3-Amino-2-picoline
EINECS -0
CAS No. 3430-10-2
Article Data21
CAS DataBase
Density 1.068 g/cm³
Solubility
Melting Point 114-119 °C
Formula C₆H₈N₂
Boiling Point 236.846 °C at 760 mmHg
Molecular Weight 108.143
Flash Point 120.083 °C
Transport Information UN 2811
Appearance Off-white crystal
Safety 26-36/39-45-36/37/39-36-27
Risk Codes 22-37/38-41-36/37/38-34
Molecular Structure
Hazard Symbols Xi, T, Xn, C
Synonyms 2-Picoline,3-amino- (7CI,8CI);(2-Methylpyridin-3-yl)amine;2-Methyl-3-aminopyridine;2-Methyl-3-pyridinamine;3-Amino-2-methylpyridine;
PSA 38.91000
LogP 1.55340

Synthetic route

: 76809-24-0
2,2-dimethyl-3-(2-methylpyrid-3-yl)-4-oxo-4H-1,3-benzoxazine

A: 3430-10-2
2-methyl-3-pyridinamine

B: 69-72-7
salicylic acid

Conditions

Conditions	Yield
With hydrogenchloride for 3h; Heating;	A 93% B n/a

: 18699-87-1
2-methyl-3-nitropyridine

: 3430-10-2
2-methyl-3-pyridinamine

Conditions

Conditions	Yield
With iron; acetic acid for 2h; Heating;	90%
With hydrogen; triethylamine; palladium 10% on activated carbon In methanol at 20℃; under 760.051 Torr; for 6h;

: 80352-63-2
3-aminopyridine-2-acetic acid

: 3430-10-2
2-methyl-3-pyridinamine

Conditions

Conditions	Yield
In ethanol for 5h; Heating;	86%

: 22280-60-0
6-chloro-4-methyl-3-nitropyridine

: 3430-10-2
2-methyl-3-pyridinamine

Conditions

Conditions	Yield
With palladium on carbon; hydrogen	66%
With methanol; Lindlar's catalyst Hydrogenation;
With methanol; palladium on activated charcoal Hydrogenation;
With sulfuric acid; zinc

: 1260000-13-2
2-methyl-3-pyridyl tosylate

: 3430-10-2
2-methyl-3-pyridinamine

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-pyridyl tosylate With [(k2-P,N-di(1-adamantyl)-2-morpholinophenylphosphine)Pd(Ph)Cl]; sodium t-butanolate In 1,4-dioxane Inert atmosphere; Glovebox; Stage #2: With ammonia In 1,4-dioxane at 24℃; Inert atmosphere; Glovebox;	46%

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

: 13061-96-6
dihydroxy-methyl-borane

: 3430-10-2
2-methyl-3-pyridinamine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane for 120h; Suzuki reaction; Heating;	35%

: 3430-10-2
2-methyl-3-pyridinamine

: 16019-33-3
2-(4,6-dichloropyrimidin-5-yl)acetaldehyde

: 1001398-59-9
N-[2-(4,6-dichloro-5-pyrimidinyl)ethyl]-2-methyl-3-pyridinamine

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-pyridinamine With trifluoroacetic acid at -15℃; for 0.5h; Stage #2: With sodium tris(acetoxy)borohydride for 0.5h; Stage #3: 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde With water; sodium hydrogencarbonate more than 3 stages;	100%
With sodium cyanoborohydride; acetic acid In methanol at -15 - 20℃; for 19h;

: 3430-10-2
2-methyl-3-pyridinamine

: (7aSR,11aSR)-9-oxo-11a-(2,2,2-trifluoro-ethyl)-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid

: (7aSR,11aSR)-9-oxo-11a-(2,2,2-trifluoro-ethyl)-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

Conditions

Conditions	Yield
Stage #1: (7aSR,11aSR)-9-oxo-11a-(2,2,2-trifluoro-ethyl)-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; fluoro-N,N,N′,N′-bis(tetramethylene)formamidinium hexafluorophosphate In tetrahydrofuran for 0.333333h; Stage #2: 2-methyl-3-pyridinamine In tetrahydrofuran at 20 - 60℃; for 77h;	100%

: 3430-10-2
2-methyl-3-pyridinamine

: (7aSR,11aRS)-methyl 11a-ethyl-7,7a,8,10,11,11a-hexahydro-6H-spiro[dibenzo[b,d]oxepine-9,2'-[1.3]dioxolane]-3-carboxylate

: (7aSR,11aRS)-11a-ethyl-N-(2-methylpyridin-3-yl)-7,7a,8,10,11,11a-hexahydro-6H-spiro[dibenzo[b,d]oxepine-9,2'-[1.3]dioxolane]-3-carboxamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 0℃; for 0.25h;	100%

: 3430-10-2
2-methyl-3-pyridinamine

: C21H26O4

: C26H30N2O3

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 20℃; for 0.0833333h;	100%

: 3430-10-2
2-methyl-3-pyridinamine

: 1345955-99-8
7-chloro-2-(4-hydroxyphenyl)-pyrido[3,2-d]pyrimidine

: 1345956-37-7
2-(4-hydroxyphenyl)-7-((2-methyl)-pyridin-3-ylamino)-pyrido[3,2-d]pyrimidine

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 140℃; for 1h; Buchwald-Hartwig Coupling; Microwave irradiation;	97%

: 3430-10-2
2-methyl-3-pyridinamine

: 1400926-96-6
(4a'S,10a'R)-methyl 4a'-benzyl-3',4',4a',10a'-tetrahydro-1'H-spiro[[1,3]dioxolane-2,2'-phenanthrene]-7'-carboxylate

: 1400926-97-7
(4a'S,10a'R)-4a'-benzyl-N-(2-methylpyridin-3-yl)-3',4',4a',10a'-tetrahydro-1'H-spiro[[1,3]dioxolane-2,2'-phenanthrene]-7'-carboxamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 0 - 20℃; for 1.5h; Inert atmosphere;	95%

: 3430-10-2
2-methyl-3-pyridinamine

: 1400927-16-3
(4bS,7R,8aS)-methyl 4b-benzyl-10-methyl-7-(triethylsilyloxy)-7-(trifluoromethyl)-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxylate

: 1400927-17-4
(4bS,7R,8aS)-4b-benzyl-10-methyl-N-(2-methylpyridin-3-yl)-7-(triethylsilyloxy)-7-(trifluoromethyl)-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 0℃; for 1h; Inert atmosphere;	92%

: 3430-10-2
2-methyl-3-pyridinamine

: 24424-99-5
di-tert-butyl dicarbonate

: 1219095-87-0
tert-butyl N-(2-methylpyridin-3-yl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 336h;	90%
In hexane; ethyl acetate at 60℃;	46%
With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 16h;
In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;

: 3430-10-2
2-methyl-3-pyridinamine

: 1400926-33-1
(4bS,8aS)-methyl 4b-benzyl-7-hydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate

: 1400926-34-2
(4bS,8aS)-4b-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 20℃; for 2h;	90%

: 3430-10-2
2-methyl-3-pyridinamine

: 1206877-03-3
(4bR,7R,8aR)-4b-benzyl-7-hydroxy-6-oxo-7-phenyl-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylic acid

: 1206877-04-4
(4bR,7R,8aR)-4b-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-6-oxo-7-phenyl-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxamide

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate; acetonitrile at 25℃;	89%

: 3430-10-2
2-methyl-3-pyridinamine

: 72093-03-9
3-chloro-2-methylpyridine

Conditions

Conditions	Yield
With hydrogenchloride; nitric acid; trichlorophosphate In water at 20 - 25℃;	89%

: 1824-81-3
2-Amino-6-methylpyridine

: 3430-10-2
2-methyl-3-pyridinamine

: 1122-58-3
dmap

2,6-pyridine dicarbonyl dichloride: 2,6-pyridine dicarbonyl dichloride

: 4663-97-2
pyridine-2,6-dicarboxylic acid diamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane	88%
With triethylamine In dichloromethane	88%

...Expand

: 3430-10-2
2-methyl-3-pyridinamine

: 1889-71-0
4'-chloro-2-phenylacetophenone

: 1501945-32-9
1-(4-((2-methylpyridin-3-yl)amino)phenyl)-2-phenylethanone

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; cis-[1,1'-bis(diphenylphosphino)ferrocene](2-methylphenyl)nickel(II) chloride; acetonitrile In tert-butyl alcohol at 110℃; for 16h; Inert atmosphere; Molecular sieve;	87%

: 3430-10-2
2-methyl-3-pyridinamine

: rac-methyl (4S,7R)-7-((((tert-butyldimethylsilyl)oxy)methyl)-1-methyl-3-(pyridin-2-yl)-4,6,7,8-tetrahydro-1H-pyrazolo[3,4-e][1,4]thiazepine-4-yl)-3-methylbenzoate

: rac-4-((4S,7R)-(7-((tert-butyldimethylsilyl)oxy)methyl)-1-methyl-3-(pyridin-2-yl)-4,6,7,8-tetrahydro-1H-pyrazolo[3,4-e][1,4]thiazepin-4-yl)-3-methyl-N-(2-methylpyridin-3-yl)benzamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; hexane at 0 - 20℃; for 2h; Cooling;	85%

: 3430-10-2
2-methyl-3-pyridinamine

: 1400927-12-9
(4bS,7R,8aS)-methyl 4b-benzyl-7-hydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxylate

: 1044589-16-3
(4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 0 - 20℃; for 1.5h;	83%

: 3430-10-2
2-methyl-3-pyridinamine

: 1400927-02-7
(4bS,7R,8aR)-methyl 4b-benzyl-7-ethyl-7-hydroxy-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxylate

: 1400927-03-8
(4bS,7R,8aR)-4b-benzyl-7-ethyl-7-hydroxy-N-(2-methylpyridin-3-yl)-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 0 - 20℃; for 0.833333h; Inert atmosphere;	82%

: 3430-10-2
2-methyl-3-pyridinamine

: (7aSR,9SR,11aRS)-11a-ethyl-9-hydroxy-9-(3,3,3-trifluoro-propyl)-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid methyl ester

: (7aSR,9SR,11aRS)-11a-ethyl-9-hydroxy-9-(3,3,3-trifluoro-propyl)-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 20℃; for 0.0833333h;	82%

: 3430-10-2
2-methyl-3-pyridinamine

: 85-44-9
phthalic anhydride

: 2-(2-methylpyridin-3-yl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With acetic acid at 100℃; Inert atmosphere;	82%

: 3430-10-2
2-methyl-3-pyridinamine

: (4bRS,7RS,8aRS)-methyl 4b-ethyl-7-propyl-7-hydroxy-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxylate

: (4bRS,7RS,8aRS)-4b-ethyl-7-propyl-7-hydroxy-N-(2-methylpyridin-3-yl)-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 0 - 20℃; for 1.5h; Inert atmosphere;	74%

: 3430-10-2
2-methyl-3-pyridinamine

: 51766-21-3
Phenyl N-phenylphosphoramidochloridate

: phenyl N-(2-methylpyridin-3-yl)-N'-phenylphosphorodiamidate

Conditions

Conditions	Yield
With N,N'-dimethylpiperazine In tetrahydrofuran at 30 - 50℃; for 4h;	74%

: 3430-10-2
2-methyl-3-pyridinamine

: C8H7ClINO

: 1-(2-iodophenyl)-1-methyl-3-(2-methylpyridin-3-yl)urea

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-pyridinamine With sodium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: C8H7ClINO In tetrahydrofuran at -78 - 20℃; for 2h;	71%

: 3430-10-2
2-methyl-3-pyridinamine

: 75315-63-8
N-(benzyloxycarbonyl)succinimide

: 177559-93-2
3-(N-benzyloxycarbonyl)-2-methylpyridine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 48h;	68%
In N,N-dimethyl-formamide for 48h;	68%

: 3430-10-2
2-methyl-3-pyridinamine

: 899897-86-0
5-bromo-2-methyl-thiazole-4-carboxylic acid (5-fluoro-pyridin-2-yl)-amide

: 2-Methyl-5-(2-methyl-pyridin-3-ylamino)-thiazole-4-carboxylic acid (5-fluoro-pyridin-2-yl)-amide

Conditions

Conditions	Yield
With caesium carbonate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 100 - 150℃; for 0.5h; Microwave irradiation;	68%

: 3430-10-2
2-methyl-3-pyridinamine

: 1044535-54-7
(4βS,7R,8αR)-methyl 4β-benzyl-7-(bis(benzyloxy)phosphoryloxy)-7-(trifluoromethyl)-4β,5,6,7,8,8α,9,10-octahydrophenanthrene-2-carboxylate

: 1044535-56-9
dibenzyl (2R,4αS,10αR)-4α-benzyl-7-((2-methylpyridin-3-yl)carbamoyl)-2-(trifluoromethyl)-1,2,3,4,4α,9,10,10α-octahydrophenanthren-2-ylphosphate

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 10℃; for 0.5h; Product distribution / selectivity;	68%

: 3430-10-2
2-methyl-3-pyridinamine

: 3-fluoro-2-methylpyridine

Conditions

Conditions	Yield
With tetrafluoroboric acid; ethyl nitrite Balz-Schiemann reaction;	66%
Stage #1: 2-methyl-3-pyridinamine With phosphoric acid In tert-butyl alcohol Balz-Schiemann Reaction; Inert atmosphere; Stage #2: With tert.-butylnitrite; potassium phenyltrifluoborate In tert-butyl alcohol at 20 - 50℃; for 2.33333h; Balz-Schiemann Reaction; Inert atmosphere; Stage #3: With 2,4-Dinitrofluorobenzene In dimethylsulfoxide-d6; tert-butyl alcohol at 20℃; Inert atmosphere;	35 %Spectr.

: 3430-10-2
2-methyl-3-pyridinamine

: 108-24-7
acetic anhydride

: 52090-62-7
1-(1H-pyrazolo[4,3-b]pyridin-1-yl)-ethan-1-one

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-pyridinamine; acetic anhydride In chloroform at 0 - 20℃; Stage #2: With potassium acetate; isopentyl nitrite In chloroform Reflux;	65%

3-Amino-2-picoline Specification

The 3-Amino-2-picoline with cas registry number of 3430-10-2 is a kind of compounds of pyridine. It is also known as 3-Amino-2-methylpyridine. Both its systematic name and IUPAC name are the same which is called 2-methylpyridin-3-amine. It also has the appearance of off-white crystal.

The physical properties about this chemical are: (1)ACD/LogP: 0.09; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 7.4): 0.062; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 4.639; (7)ACD/KOC (pH 7.4): 25.064; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.574; (12)Molar Refractivity: 33.405 cm³; (13)Molar Volume: 101.213 cm³; (14)Surface Tension: 46.924 dyne/cm; (15)Density: 1.068 g/cm³; (16)Flash Point: 120.083 °C; (17)Enthalpy of Vaporization: 47.366 kJ/mol; (18)Boiling Point: 236.846 °C at 760 mmHg; (19)Vapour Pressure: 0.046 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and irritating to eyes, respiratory system and skin. It also causes burns. Therefore, it is better to wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After using it, take off immediately all contaminated clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: Cc1c(cccn1)N;
(2)InChI: InChI=1/C6H8N2/c1-5-6(7)3-2-4-8-5/h2-4H,7H2,1H3;
(3)InChIKey: ZSFPJJJRNUZCEV-UHFFFAOYAD

Product Name

3-Amino-2-picoline

Synthetic route

3-Amino-2-picoline Specification

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