Product Name

  • Name

    2-Bromo-6-methylpyridine

  • EINECS 226-173-4
  • CAS No. 5315-25-3
  • Article Data40
  • CAS DataBase
  • Density 1.494 g/cm3
  • Solubility Soluble in chloroform, ethyl aceate. Not miscible or difficult to mix with water.
  • Melting Point
  • Formula C6H6BrN
  • Boiling Point 199.5 °C at 760 mmHg
  • Molecular Weight 172.024
  • Flash Point 74.4 °C
  • Transport Information
  • Appearance light yellow liquid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 5315-25-3 (2-Bromo-6-methylpyridine)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Picoline,6-bromo- (6CI,7CI,8CI);2-Bromo-6-picoline;2-Methyl-6-bromopyridine;6-Bromo-2-methylpyridine;6-Bromo-2-picoline;6-Methyl-2-bromopyridine;
  • PSA 25.78000
  • LogP 1.54750

Synthetic route

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

2-Amino-6-methylpyridine

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

2-bromo-6-methylpyridine

Conditions
ConditionsYield
Stage #1: 2-Amino-6-methylpyridine With hydrogen bromide; bromine at -10 - -5℃; for 1.5h;
Stage #2: With sodium nitrite In water at -10 - -5℃; for 1.5h;
Stage #3: With sodium hydroxide In water at -10℃;
95%
Stage #1: 2-Amino-6-methylpyridine With hydrogen bromide at 60 - 62℃; for 1h;
Stage #2: With bromine at -5 - -3℃; for 3h;
Stage #3: With sodium nitrite In water for 3h; Temperature;
93.1%
Stage #1: 2-Amino-6-methylpyridine With bromine at -20℃; for 1.5h;
Stage #2: With sodium nitrite at -20 - 15℃;
Stage #3: With sodium hydroxide at -10 - 20℃; Further stages.;
90%
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

methyllithium
917-54-4

methyllithium

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

2-bromo-6-methylpyridine

Conditions
ConditionsYield
In diethyl ether at -25 - 0℃; for 4h;59%
6-chloro-2-picoline
18368-63-3

6-chloro-2-picoline

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

2-bromo-6-methylpyridine

Conditions
ConditionsYield
With trimethylsilyl bromide In various solvent(s) for 100h; Heating;47%
6-hydroxy-2-methylpyridine
3279-76-3

6-hydroxy-2-methylpyridine

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

2-bromo-6-methylpyridine

Conditions
ConditionsYield
With phosphorus(V) oxybromide
6-hydroxy-2-methylpyridine
3279-76-3

6-hydroxy-2-methylpyridine

A

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

2-bromo-6-methylpyridine

B

2,3,5-tribromo-6-methyl-pyridine
3430-15-7

2,3,5-tribromo-6-methyl-pyridine

Conditions
ConditionsYield
With phosphorus pentabromide at 160℃;
6-hydroxy-2-methylpyridine
3279-76-3

6-hydroxy-2-methylpyridine

phosphorus yl bromide

phosphorus yl bromide

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

2-bromo-6-methylpyridine

Conditions
ConditionsYield
at 160℃;
2-Amino-6-methylpyridine
1824-81-3

2-Amino-6-methylpyridine

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

aqueous NaNO2

aqueous NaNO2

A

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

2-bromo-6-methylpyridine

B

3,5-dibromo-2-hydroxy-6-methylpyridine
500587-45-1

3,5-dibromo-2-hydroxy-6-methylpyridine

6-hydroxy-2-methylpyridine
3279-76-3

6-hydroxy-2-methylpyridine

phosphorus pentabromide
7789-69-7

phosphorus pentabromide

A

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

2-bromo-6-methylpyridine

B

2,3(?),5(?)-tribromo-6-methyl-pyridine(mp: 75-76 degree )

2,3(?),5(?)-tribromo-6-methyl-pyridine(mp: 75-76 degree )

Conditions
ConditionsYield
at 160℃;
α-picoline
109-06-8

α-picoline

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

2-bromo-6-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaNH2; xylene
2: aqueous hydrobromic acid / Behandeln mit Brom und mit wss. Natriumnitrit-Loesung
View Scheme
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

methyl iodide
74-88-4

methyl iodide

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

2-bromo-6-methylpyridine

Conditions
ConditionsYield
Stage #1: 2,6-Dibromopyridine With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1.52778E-05h;
Stage #2: methyl iodide In tetrahydrofuran; hexane at 0℃; for 0.0025h;
94 %Chromat.
Stage #1: 2,6-Dibromopyridine With n-butyllithium In hexane at 0℃; for 1.52778E-05h;
Stage #2: methyl iodide In tetrahydrofuran; hexane at 0℃; for 0.0025h;
94 %Chromat.
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

dimethyl sulfate
77-78-1

dimethyl sulfate

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

2-bromo-6-methylpyridine

Conditions
ConditionsYield
Stage #1: 2,6-Dibromopyridine With n-butyllithium In diethyl ether
Stage #2: dimethyl sulfate at -78 - 20℃; for 16h;
6-methyl-2-pyridinecarboxylic acid
934-60-1

6-methyl-2-pyridinecarboxylic acid

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

2-bromo-6-methylpyridine

Conditions
ConditionsYield
With tert-butylhypochlorite; dichloromethane; oxygen; sodium hydrogencarbonate at 70℃; for 30h; Green chemistry;35 %Spectr.
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

1-Heptyne
628-71-7

1-Heptyne

2-(hept-1-yn-1-yl)-6-methylpyridine
334026-55-0

2-(hept-1-yn-1-yl)-6-methylpyridine

Conditions
ConditionsYield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 60℃; for 1.5h;100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 60℃; Inert atmosphere;100%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

phenylboronic acid
98-80-6

phenylboronic acid

6-methyl-2-phenylpyridine
46181-30-0

6-methyl-2-phenylpyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux;100%
With potassium phosphate; palladium diacetate In ethylene glycol at 80℃; Inert atmosphere;99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol at 100℃; for 15h; Inert atmosphere;99%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

tributyltin chloride
1461-22-9

tributyltin chloride

2-methyl-6-(tributylstannyl)pyridine
259807-95-9

2-methyl-6-(tributylstannyl)pyridine

Conditions
ConditionsYield
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 3h; Schlenk technique; Inert atmosphere;
Stage #2: tributyltin chloride In tetrahydrofuran; hexane at 20℃; Schlenk technique; Inert atmosphere;
100%
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.5h; Inert atmosphere;
Stage #2: tributyltin chloride In tetrahydrofuran; hexane at 20℃; Inert atmosphere;
100%
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium In tetrahydrofuran at -78℃; for 3h;
Stage #2: tributyltin chloride In tetrahydrofuran at 20℃;
96.75%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

bis[(2-bromo-6-methylpyridinium)hexafluorosilicate] monohydrate

bis[(2-bromo-6-methylpyridinium)hexafluorosilicate] monohydrate

Conditions
ConditionsYield
With fluorosilicic acid; water In methanol at 20℃;100%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

Diethyl carbonate
105-58-8

Diethyl carbonate

(6-bromo-pyridin-2-yl)-acetic acid ethyl ester
955369-63-8

(6-bromo-pyridin-2-yl)-acetic acid ethyl ester

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran at -60 - -40℃; for 16h;100%
Stage #1: 2-bromo-6-methylpyridine With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 0.5h;
Stage #2: Diethyl carbonate In tetrahydrofuran at -70 - 20℃; for 4h;
77%
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: Diethyl carbonate In tetrahydrofuran; hexane at -78 - 20℃;
55%
Stage #1: 2-bromo-6-methylpyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: Diethyl carbonate In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
53%
Stage #1: 2-bromo-6-methylpyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: Diethyl carbonate In tetrahydrofuran at -78℃; Inert atmosphere;
35%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

3,3-dimethyl-butan-2-one
75-97-8

3,3-dimethyl-butan-2-one

1-(6-bromopyridin-2-yl)-2,3,3-trimethylbutan-2-ol

1-(6-bromopyridin-2-yl)-2,3,3-trimethylbutan-2-ol

Conditions
ConditionsYield
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 0.5h;
Stage #2: 3,3-dimethyl-butan-2-one In tetrahydrofuran; hexane at -78 - 20℃; for 0.5h;
100%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

6,6'-dimethyl-2,2'-bipyridine
4411-80-7

6,6'-dimethyl-2,2'-bipyridine

Conditions
ConditionsYield
With Ni(acetylacetate)2; 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclo-hexadiene In toluene at 80℃; for 18h;99%
nickel dibromide In N,N-dimethyl-formamide at 20℃; Electrochemical reaction; constant current intensity 200 mA;98%
Stage #1: 2-bromo-6-methylpyridine With lithium chloride; nickel dichloride; zinc In N,N-dimethyl-formamide at 50℃; for 0.0833333h;
Stage #2: With iodine; acetic acid In N,N-dimethyl-formamide at 50℃; for 0.333333h;
Stage #3: 2-bromo-6-methylpyridine In N,N-dimethyl-formamide at 80℃; for 24h;
98%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

4-(diphenylamino)phenyl boronic acid
201802-67-7

4-(diphenylamino)phenyl boronic acid

N,N-diphenyl-4-(6-methylpyridinyl-2-yl)aniline
144034-56-0

N,N-diphenyl-4-(6-methylpyridinyl-2-yl)aniline

Conditions
ConditionsYield
With potassium phosphate tribasic heptahydrate; palladium diacetate In water; isopropyl alcohol at 80℃; for 0.133333h; Suzuki reaction;99%
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; for 0.0666667h; Suzuki Coupling;98%
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; Suzuki Coupling;
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; for 1h; Suzuki Coupling;
4-(carbazol-9-yl)phenylboronic acid
419536-33-7

4-(carbazol-9-yl)phenylboronic acid

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

2-bromo-6-methylpyridine

9-(4-(6-methylpyridin-2-yl)phenyl)-9H-carbazole
1380225-68-2

9-(4-(6-methylpyridin-2-yl)phenyl)-9H-carbazole

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; for 0.0833333h; Suzuki Coupling;99%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

2-(4-chlorophenyl)-6-methylpyridine
61704-26-5

2-(4-chlorophenyl)-6-methylpyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 70 - 90℃; for 18h; Inert atmosphere;99%
With potassium phosphate; palladium diacetate In ethylene glycol at 80℃; Inert atmosphere;87%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

3-phenylsydnone
508191-77-3

3-phenylsydnone

4-(6-methyl-2-pyridyl)-N-phenylsydnone

4-(6-methyl-2-pyridyl)-N-phenylsydnone

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; XPhos In N,N-dimethyl-formamide at 80 - 120℃; for 16h; Inert atmosphere;99%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

Triisopropyl borate
5419-55-6

Triisopropyl borate

C15H27BNO3(1-)*Li(1+)

C15H27BNO3(1-)*Li(1+)

Conditions
ConditionsYield
at -78℃;99%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

6,6'-dimethyl-2,2'-thiodipyridine
85060-42-0

6,6'-dimethyl-2,2'-thiodipyridine

Conditions
ConditionsYield
With thiourea In ethanol at 78℃; for 36h; Inert atmosphere;99%
With thiourea In ethanol for 36h; Inert atmosphere; Schlenk technique; Reflux;93%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

tributyl(thien-2-yl)stannane
54663-78-4

tributyl(thien-2-yl)stannane

2-(thiophen-2'-yl)-6-methylpyridine
56421-69-3

2-(thiophen-2'-yl)-6-methylpyridine

Conditions
ConditionsYield
With copper(l) iodide; tri-tert-butyl phosphine; cesium fluoride; palladium dichloride In N,N-dimethyl-formamide at 45℃; for 15h; Stille reaction;98%
With cesium fluoride; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 100℃; for 36h; Stille coupling;96%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

trimethyltin(IV)chloride
1066-45-1

trimethyltin(IV)chloride

2-methyl-6-(trimethylstannyl)pyridine
126225-57-8

2-methyl-6-(trimethylstannyl)pyridine

Conditions
ConditionsYield
With n-BuLi In tetrahydrofuran under N2 atm. soln. 2-bromo-6-methylpyridine in THF was cooled to -78°C, treated dropwise with soln. n-BuLi in hexane, stirred for 30 min, soln. Me3SnCl in THF was added and stirred for 1 h, warmed to room temp.; react. mixt. was quenched with aq. NH4Cl, extd. with Et2O, dried over Na2SO4, solvent was removed in vacuo; elem. anal.;97%
With BuLi In tetrahydrofuran dropwise addn. of pyridine in THF to BuLi in THF at -78°C, stirred for 1 h, addn. of Me3SnCl in THF at -78°C, allowed to warm to room temp.; removal of solvent under reduced pressure, addn. of methylcyclohexane, filtered off, removal of solvent, distn.;58%
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 1.16667h; Inert atmosphere;
Stage #2: trimethyltin(IV)chloride In tetrahydrofuran; diethyl ether; hexane at -78 - 20℃; for 3h;
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 1.16667h; Inert atmosphere;
Stage #2: trimethyltin(IV)chloride In tetrahydrofuran; diethyl ether; hexane at -78 - 20℃; for 3h; Inert atmosphere;
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium In tetrahydrofuran; hexane at -65℃; for 3.5h; Irradiation; Inert atmosphere; Schlenk technique;
Stage #2: trimethyltin(IV)chloride In tetrahydrofuran at -65 - 20℃; for 1h; Inert atmosphere; Schlenk technique;
NH-pyrazole
288-13-1

NH-pyrazole

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

2-bromo-6-methylpyridine

2-methyl-6-(1H-pyrazole-1-yl)pyridine
76211-97-7

2-methyl-6-(1H-pyrazole-1-yl)pyridine

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere;97%
With potassium tert-butylate In dimethyl sulfoxide at 120℃; Inert atmosphere; Schlenk technique;90%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

methyl 2-[(tert-butoxycarbonyl)amino]acrylate
55477-80-0

methyl 2-[(tert-butoxycarbonyl)amino]acrylate

C15H22N2O4

C15H22N2O4

Conditions
ConditionsYield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In water; dimethyl sulfoxide at 23℃; for 16h; Irradiation;97%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

N-Benzylidenemethylamine
622-29-7

N-Benzylidenemethylamine

2-(6-bromopyridin-2-yl)-N-methyl-1-phenylethan-1-amine

2-(6-bromopyridin-2-yl)-N-methyl-1-phenylethan-1-amine

Conditions
ConditionsYield
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 0.5h;
Stage #2: N-Benzylidenemethylamine In tetrahydrofuran; hexane at -78 - 20℃; for 0.5h;
97%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

2-ethynylpyridine
1945-84-2

2-ethynylpyridine

2-Methyl-6-pyridin-2-ylethynyl-pyridine
824389-35-7

2-Methyl-6-pyridin-2-ylethynyl-pyridine

Conditions
ConditionsYield
With copper(l) iodide; diisopropylamine; tetrakis(triphenylphosphine) palladium(0) In toluene at 20℃; for 12h; Sonogashira coupling;96%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

o-fluorophenylboronic acid
1993-03-9

o-fluorophenylboronic acid

2-(2-fluorophenyl)-6-methylpyridine

2-(2-fluorophenyl)-6-methylpyridine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki-Miyaura coupling; Inert atmosphere;96%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

7-Azaindole
271-63-6

7-Azaindole

1-(6-methylpyridin-2-yl)-1H-pyrrolo[2,3-b]pyridine

1-(6-methylpyridin-2-yl)-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With copper(I) oxide; potassium phosphate; N1,N2-bis(furan-2-ylmethyl)oxalamide In dimethyl sulfoxide at 120℃; for 36h;96%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

butan-1-ol
71-36-3

butan-1-ol

6-butoxy-α-picoline
134319-26-9

6-butoxy-α-picoline

Conditions
ConditionsYield
With copper(l) iodide; N1, N2-diphenethyloxalamide; sodium t-butanolate In 1,4-dioxane for 24h; Schlenk technique; Inert atmosphere; Molecular sieve; Heating;96%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl-4-(6-methylpyridin-2-yl)piperazine-1-carboxylate
127188-33-4

tert-butyl-4-(6-methylpyridin-2-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 70℃; for 1.5h;95%
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 70℃; for 1.5h;95%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

N-(2,4,6-trimethylphenyl)imidazole
25364-44-7

N-(2,4,6-trimethylphenyl)imidazole

1-mesityl-3-(6-methyl-2-pyridyl)imidazolium bromide
1297842-16-0

1-mesityl-3-(6-methyl-2-pyridyl)imidazolium bromide

Conditions
ConditionsYield
at 150℃; Inert atmosphere;95%
at 150℃; for 72h;45%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

2-(2-methoxyphenyl)-6-methylpyridine
113577-68-7

2-(2-methoxyphenyl)-6-methylpyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In ethanol; water at 80℃; Suzuki-Miyaura Coupling;95%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 90℃; Inert atmosphere;71%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

diphenyl (prop-2-yn-1-yl)phosphine oxide
104856-81-7

diphenyl (prop-2-yn-1-yl)phosphine oxide

((1-(6-methylpyridin-2-yl)-1H-1,2,3-triazol-4-yl)methyl)diphenylphosphine oxide

((1-(6-methylpyridin-2-yl)-1H-1,2,3-triazol-4-yl)methyl)diphenylphosphine oxide

Conditions
ConditionsYield
With sodium azide; bromotris(triphenylphosphine)copper(I) In water; dimethyl sulfoxide at 110℃; under 760.051 Torr; for 0.183333h; Huisgen Cycloaddition; Microwave irradiation; Green chemistry; regioselective reaction;95%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

(E)-2-(4-methoxyphenyl)vinylboronic acid
72316-18-8

(E)-2-(4-methoxyphenyl)vinylboronic acid

C15H15NO
858803-73-3

C15H15NO

Conditions
ConditionsYield
With potassium phosphate In ethanol; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;95%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

2-bromo-6-methylpyridine N-oxide
91668-84-7

2-bromo-6-methylpyridine N-oxide

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid at 90℃; for 24h;94%
With dihydrogen peroxide; acetic acid at 90℃; for 24h;94%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane90%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

tris(6-methylpyridin-2-yl)amine
623900-59-4

tris(6-methylpyridin-2-yl)amine

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; lithium amide In N,N-dimethyl-formamide at 130℃; for 24h; Inert atmosphere; chemoselective reaction;94%

2-Bromo-6-methylpyridine Specification

The 2-Bromo-6-Methyl pyridine is an organic compound with the formula C6H6BrN. The IUPAC name of this chemical is 2-bromo-6-methylpyridine. With the CAS registry number 5315-25-3, it is also named as Pyridine, 2-bromo-6-methyl-. The product's categories are Compounds of Pyridine; Blocks; Bromides; Pyridines; Pyridine; Pyridine Derivative; Halides; Heterocycles; Pyridines, Pyrimidines, Purines and Pteredines; Bromopyridines; Halopyridines; Boronic Acid; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks. Besides, it is light yellow liquid, which should be stored in a dark cool and dry place.

Physical properties about 2-Bromo-6-Methyl pyridine are: (1)ACD/LogP: 1.99; (2)ACD/LogD (pH 5.5): 1.99; (3)ACD/LogD (pH 7.4): 1.99; (4)ACD/BCF (pH 5.5): 19.2; (5)ACD/BCF (pH 7.4): 19.2; (6)ACD/KOC (pH 5.5): 288.5; (7)ACD/KOC (pH 7.4): 288.53; (8)#H bond acceptors: 1; (9)Polar Surface Area: 12.89 Å2; (10)Index of Refraction: 1.553; (11)Molar Refractivity: 36.85 cm3; (12)Molar Volume: 115.1 cm3; (13)Polarizability: 14.61×10-24cm3; (14)Surface Tension: 40 dyne/cm; (15)Density: 1.494 g/cm3; (16)Flash Point: 74.4 °C; (17)Enthalpy of Vaporization: 41.79 kJ/mol; (18)Boiling Point: 199.5 °C at 760 mmHg; (19)Vapour Pressure: 0.482 mmHg at 25°C.

Preparation: this chemical can be prepared by 6-methyl-pyridin-2-ylamine. This reaction will need reagent HBr and NaNO2. The reaction temperature is -20 °C.



Uses of 2-Bromo-6-Methyl pyridine: it can be used to produce 6,6'-dimethyl-[2,2']bipyridinyl. It will need reagent Ni[P(C6H5)3]4. The yield is about 84%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. 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)SMILES: Cc1cccc(n1)Br
(2)InChI: InChI=1/C6H6BrN/c1-5-3-2-4-6(7)8-5/h2-4H,1H3
(3)InChIKey: SOHDPICLICFSOP-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C6H6BrN/c1-5-3-2-4-6(7)8-5/h2-4H,1H3
(5)Std. InChIKey: SOHDPICLICFSOP-UHFFFAOYSA-N

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