2-Bromo-4-(2-methyl-2-propanyl)pyridine supplier

Name
2-Bromo-4-(tert-butyl)pyridine
EINECS
CAS No. 50488-34-1
Article Data7
CAS DataBase
Density 1.293 g/cm³
Solubility
Melting Point
Formula C₉H₁₂BrN
Boiling Point 243.638 °C at 760 mmHg
Molecular Weight 214.105
Flash Point 101.149 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Bromo-4-tert-butylpyridine;
PSA 12.89000
LogP 3.14160

Synthetic route

: 81167-60-4
2-chloro-4-(1,1-dimethylethyl)pyridine

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

Conditions

Conditions	Yield
With trimethylsilyl bromide; propiononitrile for 21h; Reflux;	100%
With trimethylsilyl bromide for 48h; Reflux;	80%

: C12H12F6LiNO

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

Conditions

Conditions	Yield
With 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; diethyl ether at -107℃;	50%

: 3978-81-2
4-tert-butylpyridine

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

Conditions

Conditions	Yield
Stage #1: 4-tert-butylpyridine With n-butyllithium; 2-(N,N-dimethylamino)ethanol at -5℃; for 1h; Inert atmosphere; Stage #2: With carbon tetrabromide at -78 - 20℃; Inert atmosphere;	45%
Multi-step reaction with 3 steps 1: -78 °C 2: lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; diethyl ether / 1 h / -107 °C 3: 50 percent / (Cl2CBr)2 / tetrahydrofuran; diethyl ether / -107 °C View Scheme

: 23569-17-7
4-tert-butylpyridine N-oxide

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

Conditions

Conditions	Yield
Stage #1: 4-tert-butylpyridine N-oxide With phosphorus(V) oxybromide In 1,2-dichloro-ethane at 20 - 70℃; Stage #2: With water; sodium hydroxide In 1,2-dichloro-ethane pH=10; Cooling;	14%
Multi-step reaction with 2 steps 1: trichlorophosphate / 24 h / Reflux 2: trimethylsilyl bromide / 48 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: trichlorophosphate / 20 h / Cooling with ice; Reflux 2: trimethylsilyl bromide; propiononitrile / 21 h / Reflux View Scheme

: 87432-73-3
C12H13F6NO

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; diethyl ether / 1 h / -107 °C 2: 50 percent / (Cl2CBr)2 / tetrahydrofuran; diethyl ether / -107 °C View Scheme

: 3652-90-2
2-bromo-9H-carbazole

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 2-bromo-9-(4-(tert-butyl)pyridin-2-yl)-9H-carbazole

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; copper(l) iodide; lithium tert-butoxide In toluene at 130℃; for 24h; Inert atmosphere;	99%
With 1-methyl-1H-imidazole; copper(l) iodide; lithium tert-butoxide In toluene at 130℃; for 24h; Inert atmosphere;	99%
With 1-methyl-1H-imidazole; copper(l) iodide; lithium tert-butoxide In toluene at 20 - 130℃; for 48h; Inert atmosphere;	99%
With 1-methyl-1H-imidazole; copper(l) iodide; potassium carbonate In toluene at 115 - 125℃; for 96h; Inert atmosphere;	96%
With copper(l) iodide; potassium carbonate In toluene at 115 - 125℃; for 96h; Inert atmosphere;	96%

: 6-bromo-2-methoxy-9H-carbazole

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: C22H21BrN2O

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In 1,4-dioxane at 120℃; for 12h;	95%

: 1393812-51-5
2-(3-(3,5-dimethyl-1H-pyrazol-1-yl)phenoxy)-9H-carbazole

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 2-(3-(3,5-dimethyl-1H-pyrazol-1-yl)phenoxy)-9-(4-tert-butylpyridin-2-yl)-9H-carbazole

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); johnphos; sodium t-butanolate In 1,4-dioxane; toluene at 95 - 105℃; for 48h; Inert atmosphere;	94%
With tris-(dibenzylideneacetone)dipalladium(0); johnphos; sodium t-butanolate In 1,4-dioxane; toluene at 95 - 105℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube;	94%

: 6-tert-butyl-2-methoxycarbazole

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: C26H30N2O

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; copper(l) chloride; lithium tert-butoxide In toluene at 130℃; for 42h; Inert atmosphere;	93%

: 101-16-6
3-methoxy-N-phenylaniline

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 4-(tert-butyl)-N-(3-methoxyphenyl)-N-phenylpyridin-2-amine

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene for 18h; Reflux;	89%

: 2'-(1H-pyrazol-1-yl)-9H-2,9'-bicarbazole

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 9-(4-tert-butylpyridin-2-yl)-2'-(1H-pyrazol-1-yl)-9H-2,9'-bicarbazole

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); johnphos; sodium t-butanolate In 1,4-dioxane; toluene at 95 - 105℃; for 48h; Inert atmosphere;	88%

: 2-(3-(4-phenyl-1H-pyrazol-1-yl)phenoxy)-9H-carbazole

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 9-(4-tert-butylpyridin-2-yl)-2-(3-(4-phenyl-1H-pyrazol-1-yl)phenoxy)-9H-carbazole

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); johnphos; sodium t-butanolate In 1,4-dioxane; toluene at 100 - 110℃; for 39h; Inert atmosphere; Sealed tube;	86%
With tris-(dibenzylideneacetone)dipalladium(0); johnphos In 1,4-dioxane; toluene at 100 - 110℃; for 39h; Schlenk technique; Inert atmosphere; Sealed tube;

: 6933-49-9
2-methoxy-9H-carbazole

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: C22H22N2O

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In 1,4-dioxane at 120℃; for 12h;	85%
With potassium phosphate; copper(l) iodide; rac-diaminocyclohexane In 1,4-dioxane at 120℃; for 18h;	80%

: 32550-53-1
2-methoxy-6-methyl-(9H)-carbazole

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: C23H24N2O

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; copper(l) chloride; lithium tert-butoxide In toluene at 130℃; for 24h; Inert atmosphere;	80%

: 2-amino-N-(2-(2-methyl-1H-indol-3-yl)ethyl)pyrimidine-5-carboxamide

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 2-((4-(tert-butyl)pyridin-2-yl)amino)-N-(2-(2-methyl-1H-indol-3-yl)ethyl)pyrimidine-5-carboxamide

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; Inert atmosphere;	80%

: tert-butyl (4S)-4-[(3Z)-3-tert-butylsulfinyliminopropyl]-2,2-dimethylpyrrolidine-1-carboxylate

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: tert-butyl (4S)-4-[3-(4-tert-butyl-2-pyridyl)-3-(tert-butylsulfinylamino)propyl]-2,2-dimethylpyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-(tert-butyl)-2-bromopyridine With n-butyllithium In diethyl ether; hexane at -70℃; for 0.666667h; Inert atmosphere; Stage #2: tert-butyl (4S)-4-[(3Z)-3-tert-butylsulfinyliminopropyl]-2,2-dimethylpyrrolidine-1-carboxylate In tetrahydrofuran; diethyl ether; hexane at -78 - -40℃; for 0.75h; Inert atmosphere;	79%

: 1286763-08-3
4-ethoxycarbonyl-2-(pyridin-2-yl)pyridine N-oxide

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 4-tert-butyl-4'-ethoxycarbonyl-2,2':6',2''-terpyridine N'-oxide

Conditions

Conditions	Yield
With potassium phosphate; methyldi-t-butylphosphine; palladium diacetate In toluene at 120℃; for 24h; Inert atmosphere; Glovebox;	71%

: 1286763-32-3
4-ethoxycarbonyl-2-(4-methoxypyridin-2-yl)pyridine N-oxide

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 4''-(tert-butyl)-4'-ethoxycarbonyl-4-methoxy-2,2':6',2''-terpyridine N'-oxide

Conditions

Conditions	Yield
With potassium phosphate; methyldi-t-butylphosphine; palladium diacetate In toluene at 120℃; for 24h; Inert atmosphere; Glovebox;	67%

: 1286763-24-3
4-ethoxycarbonyl-2-(6-methoxypyridin-2-yl)pyridine N-oxide

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 4''-(tert-butyl)-4'-ethoxycarbonyl-6-methoxy-2,2':6',2''-terpyridine N'-oxide

Conditions

Conditions	Yield
With potassium phosphate; methyldi-t-butylphosphine; palladium diacetate In toluene at 120℃; for 24h; Inert atmosphere; Glovebox;	64%

: 2,2'-(oxybis(3,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: C30H32N2O

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water at 80℃; for 24h;	64%

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 123324-71-0
4-tert-butylphenylboronic acid

: 808142-68-9
4-(tert-butyl)-2-(4-(tert-butyl)phenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); ethanol; sodium carbonate In benzene at 70℃; for 48h; Suzuki coupling;	61%

: 4'-tert-butyl-4-ethoxycarbonyl-2,2'-bipyridine N-oxide

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 4,4''-bis(tert-butyl)-4'-ethoxycarbonyl-2,2':6′,2''-terpyridine N'-oxide

Conditions

Conditions	Yield
With potassium phosphate; methyldi-t-butylphosphine; palladium diacetate In toluene at 120℃; for 24h; Inert atmosphere; Glovebox;	59%

: C15H22BF3N2O3

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 1026999-80-3
4-(tert-butyl)-2-(3-(trifluoromethyl)-1H-pyrazol-5-yl)pyridine

Conditions

Conditions	Yield
Stage #1: C15H22BF3N2O3; 4-(tert-butyl)-2-bromopyridine With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 70℃; Stage #2: With hydrogenchloride In 1,4-dioxane; water at 60℃;	58%

: 288-32-4
1H-imidazole

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 1261616-69-6
4-tert-butyl-2-(1H-imidazol-1-yl)pyridine

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; L-proline In dimethyl sulfoxide at 75℃; for 47h; Ullmann coupling; Inert atmosphere;	57%

: 14906-37-7
ethyl isonicotinate N-oxide

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

A: 4'-tert-butyl-4-ethoxycarbonyl-2,2'-bipyridine N-oxide

B: 4,4''-bis(tert-butyl)-4'-ethoxycarbonyl-2,2':6′,2''-terpyridine N'-oxide

Conditions

Conditions	Yield
With potassium phosphate; tri-tert-butyl phosphine; palladium diacetate In toluene at 120℃; for 24h; Concentration; Inert atmosphere; Glovebox;	A 57% B 7%

...Expand

: tert-butyl (3R)-3-[(3E)-3-tert-butylsulfinyliminopropyl]piperidine-1-carboxylate

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: tert-butyl (3R)-3-[3-(4-tert-butyl-2-pyridyl)-3-(tert-butylsulfinylamino)propyl]piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-(tert-butyl)-2-bromopyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Stage #2: tert-butyl (3R)-3-[(3E)-3-tert-butylsulfinyliminopropyl]piperidine-1-carboxylate In tetrahydrofuran; hexane at 20℃; for 4h;	57%

: 955368-93-1
6-(methylsulfanyl)-2-(propan-2-yl)-1H,2H,3H-pyrazolo[3,4-d]pyrimidin-3-one

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 1-(4-(tert-butyl)pyridin-2-yl)-2-isopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane at 90℃;	56.5%

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 98-80-6
phenylboronic acid

: 53911-36-7
4-(tert-butyl)-2-phenylpyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene Inert atmosphere; Reflux;	55%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 70℃; for 16h; Inert atmosphere;

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 2-bromo-4-(tert-butyl)-6-fluoropyridine

Conditions

Conditions	Yield
With silver(II) fluoride In acetonitrile at 20℃; Inert atmosphere; Autoclave;	51%

: 1136948-11-2
2,2'-(4,6-difluoro-1,3-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

: 50488-34-1
2-bromo-4-(tert-butyl)pyridine

: 1,5-bis(4-tert-butylpyridine-2-yl)-2,4-difluorobenzene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,2-dimethoxyethane for 48h; Suzuki-Miyaura Coupling; Inert atmosphere; Reflux;	50%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,2-dimethoxyethane for 48h; Reflux;	50%

2-Bromo-4-(2-methyl-2-propanyl)pyridine Specification

The Pyridine, 2-bromo-4-(1,1-dimethylethyl)-, with the CAS registry number 50488-34-1, is also known as 2-Bromo-4-(2-methyl-2-propanyl)pyridine. This chemical's molecular formula is C₉H₁₂BrN and molecular weight is 213.02. What's more, its IUPAC name is called 2-Bromo-4-tert-butylpyridine.

Physical properties about Pyridine, 2-bromo-4-(1,1-dimethylethyl)- are: (1)ACD/LogP: 3.219; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.22; (4)ACD/LogD (pH 7.4): 3.22; (5)ACD/BCF (pH 5.5): 164.70; (6)ACD/BCF (pH 7.4): 164.72; (7)ACD/KOC (pH 5.5): 1343.72; (8)ACD/KOC (pH 7.4): 1343.85; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 12.89 Å²; (13)Index of Refraction: 1.521; (14)Molar Refractivity: 50.421 cm³; (15)Molar Volume: 165.53 cm³; (16)Polarizability: 19.989×10^-24cm³; (17)Surface Tension: 34.08 dyne/cm; (18)Density: 1.293 g/cm³; (19)Flash Point: 101.149 °C; (20)Enthalpy of Vaporization: 46.119 kJ/mol; (21)Boiling Point: 243.638 °C at 760 mmHg; (22)Vapour Pressure: 0.050 mmHg at 25 °C.

Preparation of Pyridine, 2-bromo-4-(1,1-dimethylethyl)-: this chemical can be prepared by C₁₂H₁₂F₆LiNO. This reaction needs reagent (Cl₂CBr)₂ and solvents tetrahydrofuran, diethyl ether at temperature of -107 °C. The yield is 50 %.

Pyridine, 2-bromo-4-(1,1-dimethylethyl)- can be prepared by C12H12F6LiNO.

You can still convert the following datas into molecular structure:
(1) SMILES: CC(C)(C)c1ccnc(Br)c1
(2) InChI: InChI=1S/C9H12BrN/c1-9(2,3)7-4-5-11-8(10)6-7/h4-6H,1-3H3
(3) InChIKey: JOACEYFXFYWUIK-UHFFFAOYSA-N

Product Name

2-Bromo-4-(tert-butyl)pyridine

Synthetic route

2-Bromo-4-(2-methyl-2-propanyl)pyridine Specification

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