• Name

  2-Bromo-3-methoxy-6-nitropyridine

• EINECS 675-760-5
• CAS No. 76066-07-4
• Article Data17
• CAS DataBase
• Density 1.73g/cm3
• Solubility
• Melting Point 140-142°C
• Formula C₆H₅BrN₂O₃
• Boiling Point 364.404 °C at 760 mmHg
• Molecular Weight 233.021
• Flash Point 174.185 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 2-Bromo-3-methoxy-6-nitropyridine;
• PSA 67.94000
• LogP 2.28410

Synthetic route

24100-18-3

2-bromo-3-methoxypyridine

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 2 - 55℃;	83%
With sulfuric acid; nitric acid at 60℃; for 1h;	80%
With sulfuric acid; nitric acid at 50℃; for 4h;	80%

109-00-2

3-HYDROXYPYRIDINE

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 35 percent / Br2, 10percent aq. NaOH / 24 h 2: 1.) NaOCH3 / 1.) MeOH, DMF; 2.) DMF, RT, 1.5 h 3: 80 percent / fuming HNO3, conc. H2SO4 / 1 h / 60 °C View Scheme

6602-32-0

2-bromo-pyridin-3-ol

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) NaOCH3 / 1.) MeOH, DMF; 2.) DMF, RT, 1.5 h 2: 80 percent / fuming HNO3, conc. H2SO4 / 1 h / 60 °C View Scheme

24100-18-3

2-bromo-3-methoxypyridine

7664-93-9

sulfuric acid

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

Conditions

Conditions	Yield
With nitric acid In water

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

10167-97-2

2-amino-5-methoxypyridine

Conditions

Conditions	Yield
With hydrazine; palladium 10% on activated carbon In ethanol for 0.75h; Heating / reflux;	96%
With hydrazine; palladium 10% on activated carbon In ethanol; water for 0.75h; Heating / reflux;	96%
With hydrazine hydrate; palladium on activated charcoal In ethanol for 1.5h; Heating;	95%

67-56-1

methanol

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

79491-44-4

2,3-dimethoxy-6-nitropyridine

Conditions

Conditions	Yield
With sodium In dimethyl sulfoxide at 30℃; for 2h;	81%

557-21-1

zinc(II) cyanide

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

3-methoxy-6-nitropicolinonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 120℃; for 4h;	78%

124-41-4

sodium methylate

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

79491-44-4

2,3-dimethoxy-6-nitropyridine

Conditions

Conditions	Yield
In methanol; dimethyl sulfoxide at 20 - 35℃; for 49.5h;	76%

67-56-1

methanol

124-41-4

sodium methylate

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

79491-44-4

2,3-dimethoxy-6-nitropyridine

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20 - 35℃; for 49.5h;	76%

...Expand

72824-04-5

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

1446792-80-8

2-allyl-3-methoxy-6-nitropyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 66℃; for 20h;	75%
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In tetrahydrofuran at 66℃; for 20h;	75%
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In tetrahydrofuran at 66℃; for 20h;	75%

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

126726-62-3

2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

1446792-90-0

3-methoxy-6-nitro-2-(prop-1-en-2-yl)pyridine

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; dimethyl amine at 150℃; for 0.333333h; Microwave irradiation; Sealed tube;	66%
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In aq. phosphate buffer; N,N-dimethyl acetamide; water at 150℃; for 0.333333h;	66%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl acetamide; water at 150℃; for 0.333333h; Microwave irradiation; Sealed tube;	66%

sodium hydrosulfite (Na2 Ss O4)

sodium hydrosulfite (Na2 Ss O4)

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

79491-43-3

6-bromo-5-methoxypyridin-2-amine

Conditions

Conditions	Yield
With ammonium hydroxide In dichloromethane; water	50%

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

79491-43-3

6-bromo-5-methoxypyridin-2-amine

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In ethanol under 760 Torr;	46%

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

105170-27-2

2-bromo-5-methoxypyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

22187-96-8

5-methoxy-2-pyridinecarboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: aq. HCl View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-80-3

3-(5-Methoxypyridin-2-ylmethyl)-1-methyl-2,3-dihydro-1H-indol

Conditions

Conditions

Yield

Multi-step reaction with 5 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / -105 - -100 °C 3.2: 40 percent / tetrahydrofuran; hexane / -100 °C 4.1: 85 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 1.5 h / 20 °C / 52504.2 Torr 5.1: 71 percent / NaBH3CN; TFA / acetic acid View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-82-5

3-(5-Methoxypyridin-2-ylmethyl)-2,3-dihydroindol-1-carbonsaeuremethylester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: NaBH3CN / methanol; acetic acid / 3.5 h 4.2: 82 percent / NaBH3CN; TFA / 16.5 h 5.1: 95 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 45003.6 Torr 6.1: 94 percent / aq. NaHCO3 / diethyl ether / 0 °C View Scheme
Multi-step reaction with 7 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: 100 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 52504.2 Torr 5.1: 86 percent / TFA; NaBH3CN / acetic acid 6.1: 95 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 45003.6 Torr 7.1: 94 percent / aq. NaHCO3 / diethyl ether / 0 °C View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

5-Methoxy-2-(1-methoxycarbonyl-2,3-dihydro-1H-indol-3-ylmethyl)-1-methylpyridiniumiodid

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: NaBH3CN / methanol; acetic acid / 3.5 h 4.2: 82 percent / NaBH3CN; TFA / 16.5 h 5.1: 95 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 45003.6 Torr 6.1: 94 percent / aq. NaHCO3 / diethyl ether / 0 °C 7.1: 92 percent / acetone / 120 h View Scheme
Multi-step reaction with 8 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: 100 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 52504.2 Torr 5.1: 86 percent / TFA; NaBH3CN / acetic acid 6.1: 95 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 45003.6 Torr 7.1: 94 percent / aq. NaHCO3 / diethyl ether / 0 °C 8.1: 92 percent / acetone / 120 h View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-84-7

1‐(5‐methoxypyridin‐2‐yl)ethan‐1‐one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / -105 - -100 °C 3.2: tetrahydrofuran; hexane / -100 °C View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-81-4

3-(5-Methoxypyridin-2-ylmethyl)-2,3-dihydro-1H-indol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: NaBH3CN / methanol; acetic acid / 3.5 h 4.2: 82 percent / NaBH3CN; TFA / 16.5 h 5.1: 95 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 45003.6 Torr View Scheme
Multi-step reaction with 6 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: 100 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 52504.2 Torr 5.1: 86 percent / TFA; NaBH3CN / acetic acid 6.1: 95 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 45003.6 Torr View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

3-(5-Methoxypyridin-2-ylmethyl)-1H-indol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / -105 - -100 °C 3.2: 10 percent / tetrahydrofuran; hexane / -100 °C 4.1: 100 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 52504.2 Torr View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-74-5

1-(1H-Indol-3-yl)-1-(5-methoxypyridin-2-yl)-methanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / -105 - -100 °C 3.2: 10 percent / tetrahydrofuran; hexane / -100 °C View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-73-4

1-(1-Methoxymethyl-1H-indol-3-yl)-1-(5-methoxypyridin-2-yl)-methanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / -105 - -100 °C 3.2: 40 percent / tetrahydrofuran; hexane / -100 °C View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-77-8

1-Methoxymethyl-3-(5-methoxypyridin-2-ylmethyl)-1H-indol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / -105 - -100 °C 3.2: 40 percent / tetrahydrofuran; hexane / -100 °C 4.1: 85 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 1.5 h / 20 °C / 52504.2 Torr View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

3-[1-Hydroxy-1-(5-methoxypyridin-2-yl)-methyl]-indol-1-carbonsaeuremethylester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / -105 - -100 °C 3.2: 34 percent / tetrahydrofuran; hexane / -100 °C View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-76-7

1-Benzyl-3-(5-methoxypyridin-2-ylmethyl)-1H-indol

Conditions

Conditions

Yield

Multi-step reaction with 4 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: 100 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 52504.2 Torr View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-79-0

1-Benzyl-3-(5-methoxypyridin-2-ylmethyl)-2,3-dihydro-1H-indol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: NaBH3CN / methanol; acetic acid / 3.5 h 4.2: 82 percent / NaBH3CN; TFA / 16.5 h View Scheme
Multi-step reaction with 5 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: 100 percent / H2 / 5 percent Pd/C / ethanol; aq. HCl / 3 h / 20 °C / 52504.2 Torr 5.1: 86 percent / TFA; NaBH3CN / acetic acid View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

325796-72-3

1-(1-Benzyl-1H-indol-3-yl)-1-(5-methoxypyridin-2-yl)-methanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

C23H24BN3O

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: NaBH3CN / methanol; acetic acid / 3.5 h 4.2: NaBH3CN; TFA / 16.5 h View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

Bis-(1-benzylindol-3-yl)-5-methoxypyridin-2-yl-methan

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating 2.1: Br2 / aq. HBr / cooling 2.2: 67 percent / aq. NaNO2 / 0.5 h / cooling 3.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -105 - -100 °C 3.2: 60 percent / tetrahydrofuran; hexane / 1.5 h / -100 °C 4.1: aq. HCl View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

77459-78-0

5'-Hydroxypiroxicam

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 59 percent / H2, NaOH / 10percent Pd/C / ethanol 2: 59 percent / xylene / 24 h / Heating 3: 30percent HBr, AcOH / 120 h / 100 °C View Scheme

76066-07-4

2-bromo-3-methoxy-6-nitropyridine

76066-12-1

N-(5'-methoxy-2'-pyridyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 59 percent / H2, NaOH / 10percent Pd/C / ethanol 2: 59 percent / xylene / 24 h / Heating View Scheme

2-Bromo-3-methoxy-6-nitropyridine Specification