Product Name

  • Name

    2-Methoxy-5-nitropyridine

  • EINECS 226-661-7
  • CAS No. 5446-92-4
  • Article Data31
  • CAS DataBase
  • Density 1.3 g/cm3
  • Solubility insoluble in water
  • Melting Point 104-108 °C(lit.)
  • Formula C6H6N2O3
  • Boiling Point 258.9 °C at 760 mmHg
  • Molecular Weight 154.125
  • Flash Point 110.4 °C
  • Transport Information
  • Appearance very slightly yellow adhering powder
  • Safety 26-37/39-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 5446-92-4 (2-Methoxy-5-nitropyridine)
  • Hazard Symbols IrritantXi
  • Synonyms Pyridine, 2-methoxy-5-nitro-;
  • PSA 67.94000
  • LogP 1.52160

Synthetic route

methanol
67-56-1

methanol

2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
With sodium at 70℃; for 24h; Heating;99%
With potassium tert-butylate at 20℃; for 1h;93%
With potassium tert-butylate at 20℃; for 1h;93%
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

sodium methylate
124-41-4

sodium methylate

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
In methanol for 1h; Concentration; Reflux;95.36%
In methanol; dimethyl sulfoxide at 20℃; Rate constant; formation of Meisenheimer complex;
In methanol for 6h; Heating;
methanol
67-56-1

methanol

2-iodo-5-nitropyridine
28080-54-8

2-iodo-5-nitropyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
Stage #1: methanol With N-benzyl-trimethylammonium hydroxide for 0.166667h; Neat (no solvent);
Stage #2: 2-iodo-5-nitropyridine at 20℃; for 0.0833333h; Neat (no solvent);
95%
methanol
67-56-1

methanol

2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

sodium methylate
124-41-4

sodium methylate

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
Reflux;92.1%
2-methoxypyridine N-oxide hydrochloride
96530-76-6

2-methoxypyridine N-oxide hydrochloride

A

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

B

2-methoxy-4-nitropyridine N-oxide
14395-39-2

2-methoxy-4-nitropyridine N-oxide

C

2-methoxy-5-nitropyridine N-oxide
96530-77-7

2-methoxy-5-nitropyridine N-oxide

Conditions
ConditionsYield
With sulfuric acid; nitric acid In sulfuric acid at 90 - 100℃; for 3h;A 20%
B 62%
C 11%
2-methoxy-pyridine-5-boronic acid
163105-89-3

2-methoxy-pyridine-5-boronic acid

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
With N–nitrosuccinimide; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate In acetonitrile at 20℃; for 19h; Inert atmosphere; Irradiation;35%
2-methoxypyridine N-oxide
20773-98-2

2-methoxypyridine N-oxide

A

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

B

2-methoxy-4-nitropyridine
18614-54-5

2-methoxy-4-nitropyridine

C

2-methoxy-4-nitropyridine N-oxide
14395-39-2

2-methoxy-4-nitropyridine N-oxide

D

2-methoxy-5-nitropyridine N-oxide
96530-77-7

2-methoxy-5-nitropyridine N-oxide

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 75℃; for 1.5h;A n/a
B n/a
C 30%
D 2.9 g
With sulfuric acid; nitric acid at 75℃; for 1.5h; Title compound not separated from byproducts;A n/a
B n/a
C 6.4 g
D 2.9 g
With sulfuric acid; nitric acid at 75℃; for 1.5h;A n/a
B n/a
C 6.4 g
D 2.9 g
2-methoxypyridine
1628-89-3

2-methoxypyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 70℃; Rate constant; other concentration of H2SO4;
With sulfuric acid; nitric acid
2-Fluoro-5-nitropyridine
456-24-6

2-Fluoro-5-nitropyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
With methanol; water; sodium sulfite
2-iodo-5-nitropyridine
28080-54-8

2-iodo-5-nitropyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
With methanol; sodium methylate
6-ethoxy-2-(5-nitro-[2]pyridylmercapto)-[3]pyridylamine
100518-03-4

6-ethoxy-2-(5-nitro-[2]pyridylmercapto)-[3]pyridylamine

A

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

B

6-ethoxy-2-methylsulfanyl-[3]pyridylamine
98489-61-3

6-ethoxy-2-methylsulfanyl-[3]pyridylamine

Conditions
ConditionsYield
With potassium hydroxide anschliessendes Behandeln mit CH3I;
2-bromo-5-nitropyridine
4487-59-6

2-bromo-5-nitropyridine

sodium methylate
124-41-4

sodium methylate

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at 20℃; Rate constant; formation of Meisenheimer complex;
2-iodo-5-nitropyridine
28080-54-8

2-iodo-5-nitropyridine

sodium methylate
124-41-4

sodium methylate

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at 20℃; Rate constant; formation of Meisenheimer complex;
2-(3-methylphenoxy)-5-nitropyridine
28232-33-9

2-(3-methylphenoxy)-5-nitropyridine

sodium methylate
124-41-4

sodium methylate

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at 20℃; Rate constant; formation of Meisenheimer complex;
3-nitro-6-phenoxypyridine
28222-02-8

3-nitro-6-phenoxypyridine

sodium methylate
124-41-4

sodium methylate

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at 20℃; Rate constant; formation of Meisenheimer complex;
2-(m-chlorophenoxy)-5-nitropyridine
28222-04-0

2-(m-chlorophenoxy)-5-nitropyridine

sodium methylate
124-41-4

sodium methylate

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at 20℃; Rate constant; formation of Meisenheimer complex;
sodium methylate
124-41-4

sodium methylate

2-(m-nitrophenoxy)-5-nitropyridine
6960-10-7

2-(m-nitrophenoxy)-5-nitropyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at 20℃; Rate constant; formation of Meisenheimer complex;
ethanol
64-17-5

ethanol

methyl iodide
74-88-4

methyl iodide

silver salt of 5-nitro-2-oxy-pyridine

silver salt of 5-nitro-2-oxy-pyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

methanol
67-56-1

methanol

3-Nitro-6-(methylsulfonyl)pyridine
79134-11-5

3-Nitro-6-(methylsulfonyl)pyridine

ammonia
7664-41-7

ammonia

A

5-nitro-pyridin-2-ylamine
4214-76-0

5-nitro-pyridin-2-ylamine

B

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
at 37℃;
methyl iodide
74-88-4

methyl iodide

silver-salt of 5-nitro-pyridin-2-ol

silver-salt of 5-nitro-pyridin-2-ol

A

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

B

1-methyl-5-nitro-2(1H)-pyridone
32896-90-5

1-methyl-5-nitro-2(1H)-pyridone

Conditions
ConditionsYield
With methanol
methanol
67-56-1

methanol

potassium 5-nitropyridine-2-sulfonate

potassium 5-nitropyridine-2-sulfonate

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
With sodium hydride at 23℃; for 16h;102 mg
methanol
67-56-1

methanol

5-nitropyridine-2-sulfonic acid
465529-94-6

5-nitropyridine-2-sulfonic acid

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
at 65℃; for 20h;115 mg
5-Hydroxyaminopyridine-2-sulfonic acid
280584-87-4

5-Hydroxyaminopyridine-2-sulfonic acid

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. KMnO4 / 10 h / 20 °C
2: 115 mg / 20 h / 65 °C
View Scheme
5-nitro-pyridin-2-ylamine
4214-76-0

5-nitro-pyridin-2-ylamine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous hydrofluoric acid / Behandeln der Reaktionsloesung mit Natriumnitrit
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride; sodium nitrite / water / 0.67 h / 0 - 6 °C
2: trichlorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C / Reflux
3: methanol / 1 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: sodium hydroxide / Reflux
2: trichlorophosphate / N,N-dimethyl-formamide / Reflux
3: Reflux
View Scheme
2-aminopyridine
504-29-0

2-aminopyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: nitric acid; sulfuric acid / 1,2-dichloro-ethane / 10 h / 58 °C
2: hydrogenchloride; sodium nitrite / water / 0.67 h / 0 - 6 °C
3: trichlorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C / Reflux
4: methanol / 1 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: nitric acid; sulfuric acid / 80 °C
2: sodium hydroxide / Reflux
3: trichlorophosphate / N,N-dimethyl-formamide / Reflux
4: Reflux
View Scheme
5-nitro-2-hydroxypyridine
5418-51-9

5-nitro-2-hydroxypyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C / Reflux
2: methanol / 1 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: trichlorophosphate / N,N-dimethyl-formamide / Reflux
2: Reflux
View Scheme
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

6-methoxy-pyridin-3-ylamine
6628-77-9

6-methoxy-pyridin-3-ylamine

Conditions
ConditionsYield
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h;100%
With cyclohexa-1,4-diene; 5%-palladium/activated carbon In methanol at 120℃; for 0.0833333h; Microwave irradiation;99%
With iron; calcium chloride In ethanol for 2h; Heating;97%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

(4-chlorophenoxy)acetonitrile
3598-13-8

(4-chlorophenoxy)acetonitrile

2-(6-methoxy-3-nitropyridin-2-yl)acetonitrile
111795-99-4

2-(6-methoxy-3-nitropyridin-2-yl)acetonitrile

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at -20℃; for 35h; Inert atmosphere;95%
With potassium tert-butylate In tetrahydrofuran at -10℃; for 3.5h;94%
With potassium tert-butylate In tetrahydrofuran at -10℃; for 3h;86%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

N,N'-Bis-(6-methoxy-pyridin-3-yl)-diazene N-oxide

N,N'-Bis-(6-methoxy-pyridin-3-yl)-diazene N-oxide

Conditions
ConditionsYield
With sodium tetrahydroborate; sodium methylate In methanol at 25℃;92%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

Conditions
ConditionsYield
With N,N-dimethyl-formamide; trichlorophosphate at 85℃; for 8h;91%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

N-Methyl-sarkosin-trimethylamid-Kation

N-Methyl-sarkosin-trimethylamid-Kation

2-(6-methoxy-3-nitro-pyridin-2-yl)-N,N-dimethyl-acetamide

2-(6-methoxy-3-nitro-pyridin-2-yl)-N,N-dimethyl-acetamide

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 20 - 25℃; for 5h;91%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

trimethyl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-ammonium; perchlorate

trimethyl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-ammonium; perchlorate

2-(6-methoxy-3-nitro-pyridin-2-yl)-1-pyrrolidin-1-yl-ethanone

2-(6-methoxy-3-nitro-pyridin-2-yl)-1-pyrrolidin-1-yl-ethanone

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 20 - 25℃; for 5h;90%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

ethyl chlorofluoroacetate
401-56-9, 96290-79-8

ethyl chlorofluoroacetate

ethyl 2,2-difluoro-2-(6-methoxy-3-nitropyridin-2-yl)acetate

ethyl 2,2-difluoro-2-(6-methoxy-3-nitropyridin-2-yl)acetate

Conditions
ConditionsYield
Stage #1: 2-methoxy-5-nitropyridine; ethyl chlorofluoroacetate With potassium tert-butylate In N,N-dimethyl-formamide at -42℃; for 0.75h; Inert atmosphere;
Stage #2: With Selectfluor In N,N-dimethyl-formamide at -42℃; for 1h; Inert atmosphere;
90%
(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

carbon monoxide
201230-82-2

carbon monoxide

N-(5-methyl-2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

N-(5-methyl-2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

Conditions
ConditionsYield
With selenium(IV) oxide; triethylamine In toluene at 130℃; under 22501.8 Torr;89%
2-Amino-6-methylpyridine
1824-81-3

2-Amino-6-methylpyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

carbon monoxide
201230-82-2

carbon monoxide

N-(6-methyl-2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

N-(6-methyl-2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

Conditions
ConditionsYield
With selenium(IV) oxide; triethylamine In toluene at 130℃; under 22501.8 Torr;88%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

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

6-methoxy-3-nitropyridin-2-amine

Conditions
ConditionsYield
With O-Methylhydroxylamin; potassium tert-butylate; zinc(II) chloride In dimethyl sulfoxide Ambient temperature;87%
With potassium permanganate; ammonia at -33℃; for 5h;75%
With N,N-tetramethylene-thiocarbamoyl-sulphenamide42%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

3,5-dimethylbenzamide
5692-35-3

3,5-dimethylbenzamide

N-(6-methoxy-pyridin-3-yl)-3,5-dimethyl-benzamide

N-(6-methoxy-pyridin-3-yl)-3,5-dimethyl-benzamide

Conditions
ConditionsYield
With carbon monoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; selenium In toluene at 160℃; under 22502.3 Torr; for 4h;87%
O-Methylhydroxylamin
67-62-9

O-Methylhydroxylamin

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

zinc(II) chloride
7646-85-7

zinc(II) chloride

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

6-methoxy-3-nitropyridin-2-amine

Conditions
ConditionsYield
With ammonium chloride; potassium tert-butylate In dimethyl sulfoxide87%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

carbon monoxide
201230-82-2

carbon monoxide

N-(4-methyl-2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

N-(4-methyl-2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

Conditions
ConditionsYield
With selenium(IV) oxide; triethylamine In toluene at 130℃; under 22501.8 Torr;85%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

2-chloro-propanoic acid, ethyl ester
535-13-7

2-chloro-propanoic acid, ethyl ester

ethyl 2-fluoro-2-(2-methoxy-5-nitropyridin-4-yl)propanoate

ethyl 2-fluoro-2-(2-methoxy-5-nitropyridin-4-yl)propanoate

Conditions
ConditionsYield
Stage #1: 2-methoxy-5-nitropyridine; 2-chloro-propanoic acid, ethyl ester With potassium tert-butylate In N,N-dimethyl-formamide at -42℃; for 0.75h; Inert atmosphere;
Stage #2: With Selectfluor In N,N-dimethyl-formamide at -42℃; for 1h; Inert atmosphere;
85%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Chloro-(6-methoxy-3-nitro-pyridin-2-yl)-acetic acid ethyl ester
121555-74-6

Chloro-(6-methoxy-3-nitro-pyridin-2-yl)-acetic acid ethyl ester

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide for 0.0833333h; -5 to 0 deg C;84%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

para-methylbenzamide
619-55-6

para-methylbenzamide

N-(6-methoxy-pyridin-3-yl)-4-methyl-benzamide

N-(6-methoxy-pyridin-3-yl)-4-methyl-benzamide

Conditions
ConditionsYield
With carbon monoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; selenium In toluene at 160℃; under 22502.3 Torr; for 4h;84%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

1-thiopropane
107-03-9

1-thiopropane

carbon monoxide
201230-82-2

carbon monoxide

N-(6-methoxypyridine-3-yl)thiocarbamic acid S-propyl ester

N-(6-methoxypyridine-3-yl)thiocarbamic acid S-propyl ester

Conditions
ConditionsYield
With selenium; triethylamine at 60℃; for 10h;84%
With selenium; triethylamine In acetone at 20℃; under 760.051 Torr; for 15h;77%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

chloromethyl phenyl sulfone
7205-98-3

chloromethyl phenyl sulfone

6-Methoxy-3-nitro-2-[(phenylsulfonyl)methyl]-pyridine
115663-39-3

6-Methoxy-3-nitro-2-[(phenylsulfonyl)methyl]-pyridine

Conditions
ConditionsYield
With potassium tert-butylate; dimethyl sulfoxide at 20℃; for 0.416667h;83%
In tetrahydrofuran; acetic acid80%
Stage #1: 2-methoxy-5-nitropyridine; chloromethyl phenyl sulfone With potassium tert-butylate In tetrahydrofuran at -40℃; for 0.75h;
Stage #2: With acetic acid In tetrahydrofuran at -40℃;
80%
Stage #1: chloromethyl phenyl sulfone With potassium tert-butylate In N,N-dimethyl-formamide at -40℃; for 0.00833333h; Inert atmosphere;
Stage #2: 2-methoxy-5-nitropyridine In N,N-dimethyl-formamide at -40℃; for 0.0833333h; Inert atmosphere;
67%
With potassium tert-butylate In tetrahydrofuran at -65 - -20℃; for 1h;
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

cyanomethylenetrimethylammonium iodide
82272-28-4

cyanomethylenetrimethylammonium iodide

2-(6-methoxy-3-nitropyridin-2-yl)acetonitrile
111795-99-4

2-(6-methoxy-3-nitropyridin-2-yl)acetonitrile

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 20 - 25℃; for 5h;83%
2-aminopyridine
504-29-0

2-aminopyridine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

carbon monoxide
201230-82-2

carbon monoxide

N-(2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

N-(2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

Conditions
ConditionsYield
With selenium(IV) oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 130℃; under 22501.8 Torr; for 4h;83%
1-ethynyl-4-fluorobenzene
766-98-3

1-ethynyl-4-fluorobenzene

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

2-(4-fluorophenylethynyl)-6-methoxy-3-nitropyridine

2-(4-fluorophenylethynyl)-6-methoxy-3-nitropyridine

Conditions
ConditionsYield
Stage #1: 1-ethynyl-4-fluorobenzene With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.566667h; Inert atmosphere;
Stage #2: 2-methoxy-5-nitropyridine In tetrahydrofuran; hexane at -70℃; for 1h; Inert atmosphere;
Stage #3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran; hexane at -70 - 20℃; for 1.33333h; Inert atmosphere;
83%
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

carbon monoxide
201230-82-2

carbon monoxide

N-(3-methyl-2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

N-(3-methyl-2-pyridyl)-N'-(6-methoxy-3-pyridyl)urea

Conditions
ConditionsYield
With selenium(IV) oxide; triethylamine In toluene at 130℃; under 22501.8 Torr;82%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

m-toluamide
618-47-3

m-toluamide

N-(6-methoxy-pyridin-3-yl)-3-methyl-benzamide

N-(6-methoxy-pyridin-3-yl)-3-methyl-benzamide

Conditions
ConditionsYield
With carbon monoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; selenium In toluene at 160℃; under 22502.3 Torr; for 4h;81%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

o-Methylbenzamid
527-85-5

o-Methylbenzamid

N-(6-methoxy-pyridin-3-yl)-2-methyl-benzamide

N-(6-methoxy-pyridin-3-yl)-2-methyl-benzamide

Conditions
ConditionsYield
With carbon monoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; selenium In toluene at 160℃; under 22502.3 Torr; for 4h;80%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

2-(N-hydroxyethyl-N-methylamino)-5-nitropyridine

2-(N-hydroxyethyl-N-methylamino)-5-nitropyridine

Conditions
ConditionsYield
In water78%
2-methoxy-5-nitropyridine
5446-92-4

2-methoxy-5-nitropyridine

phenylacetylene
536-74-3

phenylacetylene

6-methoxy-3-nitro-2-(phenylethynyl)pyridine

6-methoxy-3-nitro-2-(phenylethynyl)pyridine

Conditions
ConditionsYield
Stage #1: phenylacetylene With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.566667h; Inert atmosphere;
Stage #2: 2-methoxy-5-nitropyridine In tetrahydrofuran; hexane at -70℃; for 1h; Inert atmosphere;
Stage #3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran; hexane at -70 - 20℃; for 1.33333h; Inert atmosphere;
77%

2-Methoxy-5-nitropyridine Specification

The 2-Methoxy-5-nitropyridine is also its IUPAC name of this chemical. With cas registry number of 5446-92-4, this chemical belongs to a kind of classes in blocks; Pyridines; Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines derivates; Boronic Acid; C6; Heterocyclic Building Blocks. Its EINECS registry number is 226-661-7 with appearance of very slightly yellow adhering powder.

Physical properties about this chemical are: (1)ACD/LogP: 1.33; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.33; (4)ACD/LogD (pH 7.4): 1.33; (5)ACD/BCF (pH 5.5): 6.02; (6)ACD/BCF (pH 7.4): 6.02; (7)ACD/KOC (pH 5.5): 125.85; (8)ACD/KOC (pH 7.4): 125.85; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.546; (13)Molar Refractivity: 37.56 cm3; (14)Molar Volume: 118.5 cm3; (15)Surface Tension: 49 dyne/cm; (16)Density: 1.3 g/cm3; (17)Flash Point: 110.4 °C; (18)Enthalpy of Vaporization: 47.65 kJ/mol; (19)Boiling Point: 258.9 °C at 760 mmHg; (20)Vapour Pressure: 0.0216 mmHg at 25°C.

Preparation of 2-Methoxy-5-nitropyridine: this chemical can be made by reaction of 2-chloro-5-nitro-pyridine with methanol using reagent NaH, solvent tetrahydrofuran under Ambient temperature. The reaction time is 1 hour with 82% yield.

Uses of 2-Methoxy-5-nitropyridine: it can be used to prepare 6-methoxy-pyridin-3-ylamine using reagents iron-powder, acetic acid, and aqueous methanol.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. Wear suitable protective clothing, gloves and eye/face protection during using it. 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)Canonical SMILES: COC1=NC=C(C=C1)[N+](=O)[O-];
(2)InChI: InChI=1S/C6H6N2O3/c1-11-6-3-2-5(4-7-6)8(9)10/h2-4H,1H3;
(3)InChIKey: WUPLOZFIOAEYMG-UHFFFAOYSA-N

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