2-Amino-6-methylpyridine supplier

Name
2-Amino-6-methylpyridine
EINECS 217-360-1
CAS No. 1824-81-3
Article Data41
CAS DataBase
Density 1.068 g/cm³
Solubility Soluble in water, but soluble in ethanol, ethyl ether, acetone, benzene and hot ligroin
Melting Point 40-44 °C(lit.)
Formula C₆H₈N₂
Boiling Point 208.499 °C at 760 mmHg
Molecular Weight 108.143
Flash Point 103.333 °C
Transport Information UN 2811 6.1/PG 3
Appearance yellowish crystalline low melting solid
Safety 26-36/37/39-45-28A
Risk Codes 36/37/38-23/24/25
Molecular Structure
Hazard Symbols T
Synonyms 2-Picoline,6-amino- (7CI,8CI);2-Amino-6-methylpyridine;2-Amino-6-picoline;6-Amino-2-methylpyridine;6-Amino-2-picoline;6-Methyl-2-aminopyridine;6-Methyl-2-pyridinamine;6-Methylpyridin-2-ylamine;NSC 1488;NSC 176163;NSC 6971;
PSA 38.91000
LogP 1.55340

Synthetic route

: 25063-84-7
2-amino-6-methylpyridine 1-oxide

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

Conditions

Conditions	Yield
With titanium tetrachloride; tin(ll) chloride In diethyl ether for 0.5h; Ambient temperature;	98%

: 860460-70-4
N-cyclohexyl-5-methyl-2-phenylimidazo[1,2-a]pyridine-3-amine

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

B: 724-92-5
N-cicloesil-α-ossofenilacetamide

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;	A n/a B 98%

: 18368-61-1
2-methyl-6-nitropyridine

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

Conditions

Conditions	Yield
With sodium hydride; bis(pinacol)diborane In 1-methyl-pyrrolidin-2-one at 100℃; for 15h; Schlenk technique; Inert atmosphere; Sealed tube;	93%

: 5315-25-3
2-bromo-6-methylpyridine

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

Conditions

Conditions	Yield
With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine In ethylene glycol at 60℃; for 16h; Inert atmosphere;	88%
With ammonium hydroxide; copper(I) iodide; 1-ethylacetoacetate-3-methyl imidazolium hydroxide In acetonitrile at 80℃; for 12h; Inert atmosphere;	75%
With ammonia; copper(I) oxide In ethylene glycol at 100℃; for 24h;	62%

: 32570-89-1
2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyridine

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

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In ethanol; water for 24h; Heating;	83%
With hydroxylamine hydrochloride In ethanol Heating; Yield given;

: 76809-21-7
2,2-dimethyl-3-(6-methylpyrid-2-yl)-4-oxo-4H-1,3-benzoxazine

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

B: 69-72-7
salicylic acid

Conditions

Conditions	Yield
With hydrogenchloride for 3h; Heating;	A 82% B n/a

: 62674-71-9
2-iodo-6-methyl-pyridine

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

Conditions

Conditions	Yield
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 25℃; for 24h; Inert atmosphere; Sealed tube;	81%

: 1218934-33-8
N-cyclohexyl-2-isopropyl-5-methylimidazo[1,2-a]pyridin-3-amine

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

B: 32998-89-3
N-cyclohexyl-3-methyl-2-oxobutanamide

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;	A n/a B 80%

: N-cyclohexyl-2-ethyl-5-methylimidazo[1,2-a]pyridin-3-amine

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

B: 5070-30-4
N-cyclohexyl-2-oxobutanamide

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;	A n/a B 78%

: 5327-33-3
2-acetylamino-6-methylpyridine

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

B: 39179-00-5
N-ethyl-6-methylpyridin-2-amine

Conditions

Conditions	Yield
With dihydridocarbonyl(1,1,1-tris(diphenylphosphinomethyl)ethane)ruthenium(II) complex; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid In tetrahydrofuran at 120℃; under 38002.6 Torr; for 16h; Glovebox; Autoclave; Inert atmosphere;	A n/a B 75%

: 498-66-8
norbornene

: 3-phenyl-5-methyl-1,2,4-oxadiazolo[4,5-a]pyridinium chloride

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

: 28687-71-0, 52746-68-6
3-phenyl-3a,6,7,7a-tetrahydro-4,7-methano-benzo2-isoxazoline

C: 613-92-3
N-hydroxybenzenecarboximidamide

Conditions

Conditions	Yield
In chloroform for 72h;	A 30% B 49% C 5%

...Expand

: 3-phenyl-5-methyl-1,2,4-oxadiazolo[4,5-a]pyridinium chloride

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

B: 613-92-3
N-hydroxybenzenecarboximidamide

Conditions

Conditions	Yield
With ammonia In chloroform for 72h;	A 40% B 37%

: 109-06-8
α-picoline

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

Conditions

Conditions	Yield
With ammonia; sodium; toluene at 130℃;
With sodium amide; toluene at 150℃;
With petroleum; sodium amide at 125 - 130℃;

: 5327-33-3
2-acetylamino-6-methylpyridine

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

Conditions

Conditions	Yield
With sodium hydroxide at 70℃; for 1h; Yield given;

: 141-97-9
ethyl acetoacetate

: 76520-25-7
3,5-dinitro-1-(6-methyl-2-pyridyl)-4-pyridone

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

B: 19013-22-0
ethyl 4-hydroxy-3,5-dinitrobenzoate

Conditions

Conditions	Yield
With sodium 1.) pyridine, 2.) pyridine, 65-70 deg C, 5 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 109-06-8
α-picoline

: sodium amide

: 108-88-3
toluene

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

...Expand

6-methyl-picolinic acid amide: 6-methyl-picolinic acid amide

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

Conditions

Conditions	Yield
With sodium hypobromide

: 109-06-8
α-picoline

: sodium amide

petroleum: petroleum

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

...Expand

: 109-06-8
α-picoline

: sodium amide

: 108-88-3
toluene

: 74-88-4
methyl iodide

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

B: 97986-08-8
2-(N-methylamino)-6-methylpyridine

C: 2-(N,N-dimethylamino)-6-methylpyridine

Conditions

Conditions	Yield
at 130℃;

...Expand

: 7647-01-0
hydrogenchloride

: N-(6-methyl-[2]pyridyl)-N'-phenyl-hydrazine; picrate

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

B: 102753-94-6
5-(4-amino-phenyl)-6-methyl-[2]pyridylamine

C: 106-47-8
4-chloro-aniline

...Expand

: 76809-21-7
2,2-dimethyl-3-(6-methylpyrid-2-yl)-4-oxo-4H-1,3-benzoxazine

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

Conditions

Conditions	Yield
With hydrogenchloride Hydrolysis;

: 5315-25-3
2-bromo-6-methylpyridine

: 107-21-1
ethylene glycol

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

B: 2-(6-methyl-2-pyridinyloxy)ethanol

Conditions

Conditions	Yield
With copper(I) oxide; ammonia at 80℃; for 16h;

...Expand

: 931-19-1
2-methylpyridine N-oxide

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CH2Cl2 / Heating 2: conc. HCl View Scheme

: 1-(6-methyl-2-pyridyl)-4-pyridone

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 24 percent / fuming H2SO4 (30percent SO3), KNO3 / 10 h / 130 °C 2: 1.) Na / 1.) pyridine, 2.) pyridine, 65-70 deg C, 5 h View Scheme

: 10412-98-3
5-oxohexanenitrile

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

B CS2: CS2

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 84 percent / aq. hydroxylammonium sulfate, aq. NaOH / 2 h / Ambient temperature 2: 69 percent Chromat. / acetyl chloride (AcCl) / 4 h / 100 - 130 °C 3: aq. NaOH / 1 h / 70 °C View Scheme

: 14274-33-0
5-Oximinohexanenitrile

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

B CS2: CS2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent Chromat. / acetyl chloride (AcCl) / 4 h / 100 - 130 °C 2: aq. NaOH / 1 h / 70 °C View Scheme

: N-formyl-6-methyl-N-(3-oxobutyl)-2-pyridylamine

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

B: 78-94-4
methyl vinyl ketone

Conditions

Conditions	Yield
With ammonium acetate

: 36172-52-8
N,N-dimethyl-N'-(6-methyl-pyridin-2-yl)-formamidine

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water / 0.37 h / 140 °C / Microwave irradiation; Inert atmosphere; Sealed tube 2: ammonium acetate View Scheme

: 18368-61-1
2-methyl-6-nitropyridine

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

B: N-(6-methylpyridin-2-yl)hydroxylamine

Conditions

Conditions	Yield
With hydrazine hydrate In tetrahydrofuran for 2h; chemoselective reaction;

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

: 108-24-7
acetic anhydride

: 5327-33-3
2-acetylamino-6-methylpyridine

Conditions

Conditions	Yield
at 60 - 70℃; for 1.5h;	100%
In tetrahydrofuran for 10h; Heating / reflux; Acidic aqueous solution;	99%
at 90℃; for 1.5h;	98%

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

: 42753-71-9
5-bromo-6-methyl-pyridin-2-ylamine

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In dichloromethane at -5℃; for 3h;	100%
With dihydrogen peroxide; 1-butylpyridinium bromide; toluene-4-sulfonic acid In 1,2-dimethoxyethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; Green chemistry; regioselective reaction;	85%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In dichloromethane at -10 - 20℃; for 2 - 3h; Product distribution / selectivity;	84%

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

: 3282-30-2
pivaloyl chloride

: 86847-79-2
2,2-dimethyl-N-(6-methylpyridin-2-yl)propanamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;	100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	99%
Stage #1: 2-Amino-6-methylpyridine With triethylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: pivaloyl chloride In dichloromethane at 0 - 20℃; Inert atmosphere;	96%

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

: 18368-63-3
6-chloro-2-picoline

: 85895-80-3
6-methyl-N-(6-methylpyridin-2-yl)pyridin-2-amine

Conditions

Conditions	Yield
With diphenylphosphinopropane; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 80℃;	100%

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

: 1064396-14-0
3-cyano-5-fluoro-benzoic acid chloride

: 1042334-03-1
3-cyano-5-fluoro-N-(6-methylpyridin-2-yl)benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	100%
With pyridine In dichloromethane at 0 - 5℃;	407 mg

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

: 98-88-4
benzoyl chloride

: 62135-66-4
N-(6-methylpyridin-2-yl)benzamide

Conditions

Conditions	Yield
In tetrahydrofuran; pyridine at 20℃; for 12h;	99%
With triethylamine In chloroform at 0 - 20℃;	72%

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

: 109-90-0
ethyl isocyanate

: N-(6-methyl-2-pyridyl)-N'-ethylurea

Conditions

Conditions	Yield
In dichloromethane Ambient temperature;	99%

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

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

: 90101-22-7
2-(tert-butoxycarbonylamino)-6-picoline

Conditions

Conditions	Yield
at 50℃; Acylation;	99%
With triethylamine In tert-butyl alcohol at 50℃; for 24h; Inert atmosphere;	97%
at 70℃; Neat (no solvent);	91%

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

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9
pyrimidine-2,4,5,6(1H,3H)-tetraone

: 1367748-17-1
2-amino-6-methylpyridinium 3-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-2,4-dioxochroman-3-ide

Conditions

Conditions	Yield
In chloroform for 3h; Reflux;	99%

...Expand

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

: 118-90-1
ortho-methylbenzoic acid

: 2-methyl-N-(6-methylpyridin-2-yl)benzamide

Conditions

Conditions	Yield
Stage #1: ortho-methylbenzoic acid 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 0.166667h; Inert atmosphere; Stage #2: 2-Amino-6-methylpyridine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	99%

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

: 87-13-8
diethyl 2-ethoxymethylenemalonate

: 13250-95-8
diethyl 2-{[(6-methyl-2-pyridyl)amino]methylene}propane-1,3-dioate

Conditions

Conditions	Yield
In toluene Substitution; Heating;	98%
for 1h; Heating;	96%
In ethanol for 16h; Heating;	90%

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

: 79-04-9
chloroacetyl chloride

: 128729-46-4
2-chloro-N-(6-methylpyridin-2-yl)acetamide

Conditions

Conditions	Yield
With triethylamine In chloroform at 0 - 5℃; for 12h; Inert atmosphere;	98%
In benzene for 1h;	50%
In benzene for 6h; Reflux;
In diethyl ether at 20℃; for 12h; Inert atmosphere;

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

: 2032-35-1
Bromoacetaldehyde diethyl acetal

: 933-69-7
5-methylimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water for 22h; Cyclization; Tschitschibabin reaction; Heating;	98%

: 500-22-1
3-pyridinecarboxaldehyde

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

: (6-Methyl-pyridin-2-yl)-[1-pyridin-3-yl-meth-(E)-ylidene]-amine

Conditions

Conditions	Yield
With 4 A molecular sieve In benzene at 80℃; for 5h;	98%

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

: 15687-27-1
ibuprofen

: 2-(4-isobutyl-phenyl)-N-(6-methyl-pyridin-2-yl)-propionamide

Conditions

Conditions	Yield
Stage #1: ibuprofen With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h; Stage #2: 2-Amino-6-methylpyridine In dichloromethane for 72h; Heating;	98%

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

: cobalt pivalate

: 71-43-2
benzene

: di(2-amino-6-methylpyridino)di(η2-O,O'-trimethylacetato)monocobalt(II) - benzene (1/2)

Conditions

Conditions	Yield
In benzene (Ar); a mixt. of Co compd. and ligand in C6H6 heated at 80°C; concd. at 0.1 Torr at 20°C, crystd. at 20°C for 12 h, decanted, washed with cold C6H6, dried (Ar); elem. anal.;	98%

...Expand

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

: 61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9
pyrimidine-2,4,5,6(1H,3H)-tetraone

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1367748-23-9
2-amino-6-methylpyridinium 2-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-1,3,4-trioxo-1,2,3,4-tetrahydronaphthalen-2-ide

Conditions

Conditions	Yield
In chloroform for 1h; Reflux;	98%

...Expand

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

: 931-53-3
Cyclohexyl isocyanide

: 100-52-7
benzaldehyde

: 860460-70-4
N-cyclohexyl-5-methyl-2-phenylimidazo[1,2-a]pyridine-3-amine

Conditions

Conditions	Yield
With bismuth(III) chloride In neat (no solvent) at 110℃;	98%
In neat (no solvent) at 20℃; for 2.75h; Sealed tube; Irradiation; Green chemistry;	95%
In neat (no solvent) at 160℃; for 1.75h; Green chemistry;	93%

...Expand

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

: 931-53-3
Cyclohexyl isocyanide

: 552-89-6
2-nitro-benzaldehyde

: 854103-75-6
C20H22N4O2

Conditions

Conditions	Yield
With bismuth(III) chloride In neat (no solvent) at 110℃;	98%

...Expand

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

: 931-53-3
Cyclohexyl isocyanide

: 555-16-8
4-nitrobenzaldehdye

: 1000353-40-1
N-cyclohexyl-N-[5-methyl-2-(4-nitrophenyl)imidazo[1,2-a]pyridine-3-yl]amine

Conditions

Conditions	Yield
With bismuth(III) chloride In neat (no solvent) at 110℃;	98%
Stage #1: 2-Amino-6-methylpyridine; 4-nitrobenzaldehdye With ruthenium(III) chloride trihydrate In neat (no solvent) at 20℃; for 0.0833333h; Ugi Condensation; Stage #2: Cyclohexyl isocyanide In neat (no solvent) at 40℃; for 1h; Ugi Condensation;	90%
Stage #1: 2-Amino-6-methylpyridine; 4-nitrobenzaldehdye With covalently supported sulfuric acid on silica-encapsulated iron oxide nanocatalyst In neat (no solvent) at 20℃; for 0.0833333h; Green chemistry; Stage #2: Cyclohexyl isocyanide In neat (no solvent) at 35℃; for 1h; Green chemistry;	88%
With choline chloride; urea at 80℃; for 1.16667h;	86%
With Al(3+)HO(1-)C8H5NO4(2-)*C3H7NO In neat (no solvent) at 65℃; for 3.33333h; Ugi Condensation; Green chemistry;	85%

...Expand

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

: 931-53-3
Cyclohexyl isocyanide

: 104-88-1
4-chlorobenzaldehyde

: 484644-47-5
N-[2-(4-chlorophenyl)-5-methylimidazo[1,2-a]pyridin-3-yl]-N-cyclohexylamine

Conditions

Conditions	Yield
With bismuth(III) chloride In neat (no solvent) at 110℃;	98%
Stage #1: 2-Amino-6-methylpyridine; 4-chlorobenzaldehyde With ruthenium(III) chloride trihydrate In neat (no solvent) at 20℃; for 0.0833333h; Ugi Condensation; Stage #2: Cyclohexyl isocyanide In neat (no solvent) at 40℃; for 1h; Ugi Condensation;	93%
With Al(3+)HO(1-)C8H5NO4(2-)*C3H7NO In neat (no solvent) at 65℃; for 3h; Ugi Condensation; Green chemistry;	91%
Stage #1: 2-Amino-6-methylpyridine; 4-chlorobenzaldehyde With covalently supported sulfuric acid on silica-encapsulated iron oxide nanocatalyst In neat (no solvent) at 20℃; for 0.0833333h; Green chemistry; Stage #2: Cyclohexyl isocyanide In neat (no solvent) at 35℃; for 1h; Green chemistry;	90%
In toluene at 80℃; for 3h;

...Expand

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

: 931-53-3
Cyclohexyl isocyanide

: 66-99-9
β-naphthaldehyde

: 1440522-69-9
C24H25N3

Conditions

Conditions	Yield
With bismuth(III) chloride In neat (no solvent) at 110℃;	98%

...Expand

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

: 371-92-6
1,1,1-trifluoro-2-isocyanatoethane

: 1-(6-methylpyridin-2-yl)-3-(2,2,2-trifluoroethyl)urea

Conditions

Conditions	Yield
at 20℃;	98%

: 1121-60-4
pyridine-2-carbaldehyde

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

: 501-30-4
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one

: C18H17N3O4

Conditions

Conditions	Yield
With hyper-cross-linked β-cyclodextrin nanosponge In ethanol for 0.25h; Solvent; Time; Mannich Aminomethylation; Reflux;	98%

...Expand

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

: 18209-60-4
(N,N-dimethylamino)dimethylchlorosilane

: C10H19N3Si

Conditions

Conditions	Yield
Stage #1: 2-Amino-6-methylpyridine With n-butyllithium In hexane at 0 - 20℃; for 12h; Inert atmosphere; Schlenk technique; Stage #2: (N,N-dimethylamino)dimethylchlorosilane In hexane at 0 - 20℃; for 12h; Inert atmosphere; Schlenk technique;	98%

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

: 203866-14-2
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid

: (2S,4R)-tert-butyl 4-fluoro-2-(6-methylpyridin-2-ylcarbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 90℃; Inert atmosphere;	97.9%

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

: 203866-14-2
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid

: (2S,4R)-tert-butyl 4-fluoro-2-(6-methylpyridin-2-ylcarbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 90℃; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	97.9%

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

: 85-44-9
phthalic anhydride

: 36932-61-3
6-methyl-2-(phthalimido)pyridine

Conditions

Conditions	Yield
at 190℃; for 2h; Inert atmosphere;	97%
at 190℃; for 1h;	96%
at 190℃; for 1h;	96%

2-Amino-6-methylpyridine Consensus Reports

Reported in EPA TSCA Inventory.

2-Amino-6-methylpyridine Specification

The 2-Amino-6-methylpyridine, with the CAS registry number 1824-81-3, is also known as 6-Amino-2-picoline. It belongs to the product categories of Variousamine; Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines derivates. Its EINECS number is 217-360-1. This chemical's molecular formula is C₆H₈N₂ and molecular weight is 108.14. What's more, its systematic name is 6-Methyl-2-pyridinamine. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, moisture and fire. It is used in organic synthesis, and it is also used to prepare photographic developer, dye and medicine. This chemical can be prepared by 2-methylpyridine.

Physical properties of 2-Amino-6-methylpyridine are: (1)ACD/LogP: 0.912; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.52; (4)ACD/LogD (pH 7.4): 0.78; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 2.14; (7)ACD/KOC (pH 5.5): 2.76; (8)ACD/KOC (pH 7.4): 54.99; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 38.91 Å²; (13)Index of Refraction: 1.574; (14)Molar Refractivity: 33.405 cm³; (15)Molar Volume: 101.213 cm³; (16)Polarizability: 13.243×10^-24cm³; (17)Surface Tension: 46.92 dyne/cm; (18)Density: 1.068 g/cm³; (19)Flash Point: 103.333 °C; (20)Enthalpy of Vaporization: 44.476 kJ/mol; (21)Boiling Point: 208.499 °C at 760 mmHg; (22)Vapour Pressure: 0.21 mmHg at 25°C.

Uses of 2-Amino-6-methylpyridine: it can be used to produce N-(6-methyl-[2]pyridyl)-phthalimide by heating. It will need solvent acetic acid with the reaction time of 24 hours. The yield is about 65%.

2-Amino-6-methylpyridine can be used to produce N-(6-methyl-[2]pyridyl)-phthalimide by heating

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: n1c(cccc1N)C
(2)Std. InChI: InChI=1S/C6H8N2/c1-5-3-2-4-6(7)8-5/h2-4H,1H3,(H2,7,8)
(3)Std. InChIKey: QUXLCYFNVNNRBE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	skin	200mg/kg (200mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 841, 1986.
mouse	LD50	intravenous	18mg/kg (18mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00148,
mouse	LD50	subcutaneous	52mg/kg (52mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: TREMOR	Australian Journal of Experimental Biology and Medical Science. Vol. 36, Pg. 491, 1958.
rabbit	LD50	skin	125mg/kg (125mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"	National Technical Information Service. Vol. OTS0571973,
rat	LD50	oral	100mg/kg (100mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 841, 1986.

Product Name

2-Amino-6-methylpyridine

Synthetic route

2-Amino-6-methylpyridine Consensus Reports

2-Amino-6-methylpyridine Specification

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