2,3-Diamino-6-methoxypyridine supplier

Name
2,3-Diamino-6-methoxypyridine
EINECS 207-166-5
CAS No. 28020-38-4
Article Data21
CAS DataBase
Density 1.251 g/cm³
Solubility
Melting Point 168-170 °C
Formula C₆H₉N₃O
Boiling Point 321.7 °C at 760 mmHg
Molecular Weight 139.157
Flash Point 148.3 °C
Transport Information
Appearance
Safety 26-36/37/39-36
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Pyridine,2,3-diamino-6-methoxy- (8CI);6-(Methyloxy)-2,3-pyridinediamine;6-Methoxy-2,3-diaminopyridine;6-Methoxypyridine-2,3-diamine;
PSA 74.16000
LogP 3.02100

Synthetic route

: 73896-36-3
6-methoxy-3-nitropyridin-2-amine

: 28020-38-4
2,3-diamino-6-methoxypyridine

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 16h;	100%
With hydrogen; palladium 10% on activated carbon at 25℃; for 6h;	99%
With hydrogen; palladium on activated charcoal In ethanol under 760 Torr;

: 6-methoxypyridine-2,3-diamine dihydrochloride

: 28020-38-4
2,3-diamino-6-methoxypyridine

Conditions

Conditions	Yield
With ammonia In water at 15℃; pH=7 - 8;	92%

: 27048-04-0
2-amino-6-chloro-3-nitropyridine

: 28020-38-4
2,3-diamino-6-methoxypyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / NaOMe / 2 h / Heating 2: H2 / 10percent Pd/C / ethanol / 760 Torr View Scheme
Multi-step reaction with 2 steps 1: ethanol / 16 h / -15 - 20 °C 2: hydrogenchloride; tin(ll) chloride / 5 h / 50 °C View Scheme

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 28020-38-4
2,3-diamino-6-methoxypyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ammonium hydroxide / 5 h / 50 °C 2: ethanol / 16 h / -15 - 20 °C 3: hydrogenchloride; tin(ll) chloride / 5 h / 50 °C View Scheme

: 2402-78-0
2,6-dichloropyridine

: 28020-38-4
2,3-diamino-6-methoxypyridine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid; nitric acid / -15 - 150 °C 2: ammonium hydroxide / 5 h / 50 °C 3: ethanol / 16 h / -15 - 20 °C 4: hydrogenchloride; tin(ll) chloride / 5 h / 50 °C View Scheme

: 38533-61-8
2-chloro-6-methoxy-3-nitropyridine

: 28020-38-4
2,3-diamino-6-methoxypyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia / methanol / 18 h / 65 °C 2: hydrogen / palladium on activated charcoal / ethanol / 20 °C / 760.05 Torr View Scheme
Multi-step reaction with 2 steps 1: ammonia; ammonium hydroxide / methanol / 18 h / 65 °C 2: hydrogen; palladium on activated charcoal / ethanol / 760.05 Torr View Scheme

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 105-07-7
4-cyanobenzaldehyde

: 2-(4-cyanophenyl)-5-methoxy-4-azabenzimidazole

Conditions

Conditions	Yield
With sodium metabisulfite; dimethyl sulfoxide at 165℃; for 0.25h; Inert atmosphere; Sealed tube;	92%

: 5-(3,4,5-trimethoxybenzoyl)-1H-indole-3-carbaldehyde

: 28020-38-4
2,3-diamino-6-methoxypyridine

: (3-(5-cethoxy-3H-imidazo[4,5-b]pyridin-2-yl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanone

Conditions

Conditions	Yield
With sodium metabisulfite In ethanol; water at 80℃; for 2h;	85%

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 501-53-1
benzyl chloroformate

: 1040363-61-8
benzyl 2-amino-6-methoxypyridin-3-ylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h;	83%

: 64-18-6
formic acid

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 5-methoxy-1H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
at 105℃; for 8h;	78.6%

: 1427690-73-0
1-methyl-5-(3,4,5-trimethoxybenzoyl)-1H-indole-3-carbaldehyde

: 28020-38-4
2,3-diamino-6-methoxypyridine

: (3-(5-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)-1-methyl-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanone

Conditions

Conditions	Yield
With sodium metabisulfite In ethanol; water at 80℃; for 2h;	73%

: C21H21NO5

: 28020-38-4
2,3-diamino-6-methoxypyridine

: (1-ethyl-3-(5-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanone

Conditions

Conditions	Yield
With sodium metabisulfite In ethanol; water at 80℃; for 2h;	72%

: 65220-86-2
1-(trifluoroacetyl)-4-piperidone

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 1040363-59-4
1-(4-(2-amino-6-methoxypyridin-3-ylamino)piperidin-1-yl)-2,2,2-trifluoroethanone

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In chloroform at 25℃; for 3h;	70%

: 72856-73-6
2-methoxy-4-(methylsulfanyl)benzoic acid

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 127356-18-7
5-Methoxy-2-(2-methoxy-4-methylsulfanyl-phenyl)-1H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
With trichlorophosphate 1.) RT, 0.5 h, 2.) reflux, 6 h;	52%

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 530-62-1
1,1'-carbonyldiimidazole

: 1388046-13-6
5-methoxy-1H-imidazo[4,5-b]pyridin-2(3H)-one

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	31%

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 105-56-6
ethyl 2-cyanoacetate

: 2-(5-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)acetonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 180℃; for 5h;	22.2%

: 924-44-7
glyoxylic acid ethyl ester

: 28020-38-4
2,3-diamino-6-methoxypyridine

A: 6-methoxypyrido[2,3-b]pyrazin-2(1H)-one

B: 917344-37-7
6-methoxy-4H-pyrido[2,3-b]pyrazin-3-one

Conditions

Conditions	Yield
In methanol at 20℃;	A n/a B 13%

...Expand

: 144-62-7
oxalic acid

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 144435-07-4
6-methoxy-1,4-dihydropyrido[2,3-b]pyrazine-2,3-dione

Conditions

Conditions	Yield
With hydrogenchloride Heating; Yield given;

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 6-Hydroxy-1,4-dihydro-pyrido[2,3-b]pyrazine-2,3-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 4N aq. HCl / Heating 2: 70 percent / 48percent aq. HBr / 4 h / Heating View Scheme

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 6-Methoxy-7-nitro-1,4-dihydro-pyrido[2,3-b]pyrazine-2,3-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 4N aq. HCl / Heating 2: 62 percent / AcOH, Ac2O, HNO3 / 1 h / 90 °C View Scheme

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 127356-01-8
2-(4-Methanesulfinyl-2-methoxy-phenyl)-5-methoxy-1H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 52 percent / POCl3 / 1.) RT, 0.5 h, 2.) reflux, 6 h 2: 53 percent / m-chloroperbenzoic acid / CHCl3 / 1.5 h / -15 °C View Scheme

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 2-amino-3-[(1-tert-butoxycarbonylpiperidin-4-yl)amino]-6-methoxypyridine

Conditions

Conditions	Yield
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; 2,3-diamino-6-methoxypyridine With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Stage #2: With sodium hydroxide In water; 1,2-dichloro-ethane

: 137837-55-9
pyrazolo[1,5-a]pyridin-3-ylamine

: 28020-38-4
2,3-diamino-6-methoxypyridine

: C19H15N9

Conditions

Conditions	Yield
With dihydrogen peroxide In ethanol; water at 20℃; for 168h; pH=7;

: 184172-99-4
2-ethyl-5-methyl-2H-3,4-diaminopyrazole

: 28020-38-4
2,3-diamino-6-methoxypyridine

: C17H25N11

Conditions

Conditions	Yield
With sodium hydroxide; ammonium cerium(IV) nitrate In water; acetonitrile for 4h;

: 1004-74-6
2,4,5,6-tetraaminopyrimidine

: 28020-38-4
2,3-diamino-6-methoxypyridine

: C13H17N15

Conditions

Conditions	Yield
With sodium hydroxide; ammonium cerium(IV) nitrate In water; acetonitrile for 4h;

: 3-amino-7-dimethylaminopyrazolopyrimidine

: 28020-38-4
2,3-diamino-6-methoxypyridine

: C21H23N13

Conditions

Conditions	Yield
With dihydrogen peroxide In ethanol; water at 20℃; for 168h;

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 105-36-2
ethyl bromoacetate

A: 1073633-84-7
6-(methyloxy)-1,4-dihydropyrido[2,3-b]pyrazin-3(2H)-one

B: 1073633-83-6
ethyl N-[2-amino-6-(methyloxy)-3-pyridinyl]glycinate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;
With potassium carbonate In acetonitrile at 20℃; Inert atmosphere;	A 15 %Spectr. B 75 %Spectr.
With potassium carbonate In acetonitrile at 20℃; Product distribution / selectivity;

...Expand

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 105-36-2
ethyl bromoacetate

: 1073633-83-6
ethyl N-[2-amino-6-(methyloxy)-3-pyridinyl]glycinate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;
With potassium carbonate In acetonitrile at 20℃; Inert atmosphere;

: 75-15-0
carbon disulfide

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 113713-60-3
5-methoxy-1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione

Conditions

Conditions	Yield
Stage #1: carbon disulfide; 2,3-diamino-6-methoxypyridine With sodium hydroxide In ethanol Reflux; Stage #2: With hydrogenchloride In ethanol	0.187 g
With potassium hydroxide In ethanol; water at 80℃;
With potassium hydroxide In ethanol; water for 12h; Reflux;	16.9 g
With potassium hydroxide In water at 70℃;

: 608880-87-1
3-(4-methoxypyridin-2-yl) propionic acid

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 608880-52-0
C15H16N4O2

Conditions

Conditions	Yield
With polyphosphoric acid at 110 - 160℃;

: 28020-38-4
2,3-diamino-6-methoxypyridine

: 4-(2-{4-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]piperidin-1-yl}ethyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: methanol / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C 2.2: 20 °C 3.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C 4.1: methanol; chloroform / 3 h / 70 °C / Molecular sieve 5.1: sodium tris(acetoxy)borohydride / methanol; chloroform / 0 - 20 °C View Scheme

: 28020-38-4
2,3-diamino-6-methoxypyridine

: C23H26N6O4

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: methanol / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C 2.2: 20 °C 3.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C 4.1: methanol; chloroform / 3 h / 70 °C / Molecular sieve View Scheme

2,3-Diamino-6-methoxypyridine Chemical Properties

Following is the structure of 2,3-Pyridinediamine,6-methoxy- (CAS NO.28020-38-4):

Empirical Formula: C₆H₉N₃O
Molecular Weight: 139.1552 g/mol
Molar Refractivity: 39.49 cm³
Molar Volume: 111.2 cm³
Density: 1.251 g/cm³
Flash Point: 148.3 °C
Melting point: 168-170 °C
Index of Refraction: 1.628
Surface Tension: 60.1 dyne/cm
Enthalpy of Vaporization: 56.34 kJ/mol
Boiling Point: 321.7 °C at 760 mmHg
Vapour Pressure of 2,3-Pyridinediamine,6-methoxy- (CAS NO.28020-38-4): 0.000294 mmHg at 25 °C
Product Categories of 2,3-Pyridinediamine,6-methoxy- (CAS NO.28020-38-4): Pyridines derivates;Pyridine
SMILES: O(c1nc(c(N)cc1)N)C
InChI: InChI=1/C6H9N3O/c1-10-5-3-2-4(7)6(8)9-5/h2-3H,7H2,1H3,(H2,8,9)
InChIKey: WEPOCTWSRWLQLL-UHFFFAOYAT

2,3-Diamino-6-methoxypyridine Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S36:Wear suitable protective clothing.

2,3-Diamino-6-methoxypyridine Specification

2,3-Pyridinediamine,6-methoxy- , its cas register number is 28020-38-4. It also can be called 2,3-Diamino-6-methoxypyridine ; 6-Methoxy-2,3-Diaminopyridine ; 6-Methoxy-2,3-pyridinediamine ;6-Methoxypyridin-2,3-diamin ; and 6-Methoxypyridine-2,3-diamine .

Product Name

2,3-Diamino-6-methoxypyridine

Synthetic route

2,3-Diamino-6-methoxypyridine Chemical Properties

2,3-Diamino-6-methoxypyridine Safety Profile

2,3-Diamino-6-methoxypyridine Specification

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