4-Amino-2-bromopyridine supplier

Name
4-Amino-2-bromopyridine
EINECS -0
CAS No. 7598-35-8
Article Data13
CAS DataBase
Density 1.71 g/cm³
Solubility Slightly soluble in water.
Melting Point 92-96 °C
Formula C₅H₅BrN₂
Boiling Point 321.3 °C at 760 mmHg
Molecular Weight 173.012
Flash Point 148.1 °C
Transport Information
Appearance Light yellow crystal
Safety 26-36/37/39-36/37/38-36
Risk Codes 22-37/38-41-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Pyridine,4-amino-2-bromo- (6CI,7CI,8CI);2-Bromo-4-aminopyridine;2-Bromopyridin-4-amine;2-Bromopyridin-4-ylamine;NSC404690;
PSA 38.91000
LogP 2.00750

Synthetic route

: 52092-43-0
2-bromo-4-nitropyridine N-oxide

: 7598-35-8
2-bromo-4-aminopyridine

Conditions

Conditions	Yield
With iron In acetic acid at 100℃;	100%
With iron In acetic acid	90%
With iron; acetic acid

: 6945-67-1
2-bromo-4-nitropyridine

: 7598-35-8
2-bromo-4-aminopyridine

Conditions

Conditions	Yield
With titanium for 0.25h;	97%

: 504-24-5
4-aminopyridine

A: 7598-35-8
2-bromo-4-aminopyridine

B: 84539-34-4
4-amino-3,5-dibromopyridine

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane at 20℃; for 48h; Darkness;	A n/a B 55%

: 58530-53-3
2,4-dibromopyridine

A: 84249-14-9
2-amino-4-bromopyridine

B: 7598-35-8
2-bromo-4-aminopyridine

Conditions

Conditions	Yield
With ammonium hydroxide at 160℃;

: 58530-53-3
2,4-dibromopyridine

: ammonium hydroxide

A: 84249-14-9
2-amino-4-bromopyridine

B: 7598-35-8
2-bromo-4-aminopyridine

Conditions

Conditions	Yield
at 160℃;

...Expand

: 109-04-6
2-bromo-pyridine

(+-)-2-<4-chloro-phenyl>-5-piperidino-valeronitrile: (+-)-2-<4-chloro-phenyl>-5-piperidino-valeronitrile

: 7598-35-8
2-bromo-4-aminopyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: perbenzoic acid / CHCl3 / 72 h / Ambient temperature 2: 77 percent / 96percent H2SO4, 96percent HNO3 / 3 h / 130 °C 3: 90 percent / iron powder / acetic acid View Scheme

: 14305-17-0
2-bromopyridine-N-oxide

: 7598-35-8
2-bromo-4-aminopyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 77 percent / 96percent H2SO4, 96percent HNO3 / 3 h / 130 °C 2: 90 percent / iron powder / acetic acid View Scheme
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; nitric acid 2: iron-powder; acetic acid View Scheme
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; nitric acid 2: FeSO4; concentrated aqueous NH3 View Scheme

: 626-03-9
3-deazauracil

: 7598-35-8
2-bromo-4-aminopyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphoryl bromide / 130 °C 2: aqueous NH3 / 160 °C View Scheme

: 52092-43-0
2-bromo-4-nitropyridine N-oxide

: 7439-89-6
iron

: 7598-35-8
2-bromo-4-aminopyridine

Conditions

Conditions	Yield
In acetic acid
With ammonium chloride In ethanol

: 7598-35-8
2-bromo-4-aminopyridine

: 98-80-6
phenylboronic acid

: 21203-86-1
2-phenyl-pyridin-4-ylamine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; carbon dioxide In water; acetonitrile at 70℃; under 23257.6 Torr; for 24h; Reagent/catalyst; Pressure; Suzuki Coupling; Inert atmosphere;	99%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 110℃; Sealed tube;	61.8%
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,2-dimethoxyethane; water Suzuki Coupling; Reflux; Inert atmosphere;	44%

: 7598-35-8
2-bromo-4-aminopyridine

: 110-13-4
2,5-hexanedione

: 956384-89-7
2-bromo-4-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 2h; Heating;	86%

: 7598-35-8
2-bromo-4-aminopyridine

: 329-59-9
4-fluoro-3-nitro-benzoic acid methyl ester

: 1227380-68-8
4-(2-bromo-pyridin-4-ylamino)-3-nitro-benzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: 2-bromo-4-aminopyridine With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Stage #2: 4-fluoro-3-nitro-benzoic acid methyl ester In tetrahydrofuran; mineral oil at 20℃;	85%
Stage #1: 2-bromo-4-aminopyridine With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere; Stage #2: 4-fluoro-3-nitro-benzoic acid methyl ester In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;	85%
Stage #1: 4-fluoro-3-nitro-benzoic acid methyl ester With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: 2-bromo-4-aminopyridine In tetrahydrofuran at 0 - 20℃;	85%

: 7598-35-8
2-bromo-4-aminopyridine

: 2-(5-fluoro-6-methylpyridin-2-yl)-9-(4-methoxybenzyl)-6-phenoxy-9H-purine

: N-(2-bromopyridin-4-yl)-2-(5-fluoro-6-methylpyridin-2-yl)-9-(4-methoxybenzyl)-9H-purin-6-amine

Conditions

Conditions	Yield
Stage #1: 2-bromo-4-aminopyridine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 2-(5-fluoro-6-methylpyridin-2-yl)-9-(4-methoxybenzyl)-6-phenoxy-9H-purine In N,N-dimethyl-formamide at 20℃; for 3h;	85%

: 7598-35-8
2-bromo-4-aminopyridine

: 24424-99-5
di-tert-butyl dicarbonate

: 433711-95-6
2-bromo-4-[(tert-butoxycarbonyl)amino]pyridine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 50℃; for 16h; Inert atmosphere;	84%
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 25℃; Inert atmosphere;	74%
With triethylamine In tetrahydrofuran at 0 - 25℃;	72%
With triethylamine In dichloromethane
Stage #1: 2-bromo-4-aminopyridine With triethylamine In dichloromethane at 20 - 30℃; Stage #2: di-tert-butyl dicarbonate With dmap In dichloromethane at 20 - 30℃; for 16h;	171.2 g

: 7598-35-8
2-bromo-4-aminopyridine

: 196212-27-8
4,4,5,5-tetramethyl-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,2-dioxaborolane

: 1369963-51-8
1,3-bis(4-amino-2-pyridyl)benzene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water for 48h; Inert atmosphere; Reflux;	84%

: 7598-35-8
2-bromo-4-aminopyridine

: 75-03-6
ethyl iodide

: 2-bromo-N,N-diethylpyridine-4-amine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Reflux;	81.8%

: 7598-35-8
2-bromo-4-aminopyridine

: 15367-12-1
2-Brom-4-(nitroamino)pyridin

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at -10 - -5℃;	79%
With sulfuric acid; nitric acid at 0℃; for 0.333333h;

: 7598-35-8
2-bromo-4-aminopyridine

: 51676-76-7
2,6-dichloro-3,5-dinitrotoluene

: 2-bromo-N-(3-chloro-2-methyl-4,6-dinitrophenyl)pyridin-4-amine

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; N,N-dimethyl-formamide at 25℃;	79%

: 7598-35-8
2-bromo-4-aminopyridine

: C10H4Cl2F3N3O

: 1-(3-chloropyridin-2-yl)-N-(2-bromopyridin-4-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxamide

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 12h;	78%

: 7598-35-8
2-bromo-4-aminopyridine

: 79-04-9
chloroacetyl chloride

: N-(2-bromopyridin-4-yl)-2-chloroacetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3h;	76.5%

: 7598-35-8
2-bromo-4-aminopyridine

: 89943-12-4
2-ethoxy-pyridin-4-ylamine

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water	76%
With sodium ethanolate at 160℃;

: 7598-35-8
2-bromo-4-aminopyridine

: 1692-25-7
3-pyridylboronic acid

: 40963-62-0
[2,3']bipyridinyl-4-ylamine

Conditions

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); N,N,N′,N′-tetra(diphenylphosphinomethyl)-1,2-ethylenediamine; potassium carbonate In N,N-dimethyl acetamide; butan-1-ol at 110℃; for 24h; Suzuki Coupling; Inert atmosphere;	76%

: 7598-35-8
2-bromo-4-aminopyridine

: 1-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)-4-isopropylpiperazine

: 2-(2-fluoro-4-((4-isopropylpiperazin-1-yl)methyl)phenyl)pyridin-4-amine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 2-methyltetrahydrofuran; water at 25 - 73℃; for 16h; Inert atmosphere; Large scale;	76%

: 109-01-3
1-methyl-piperazine

: 7598-35-8
2-bromo-4-aminopyridine

: 876343-33-8
2-(4-methylpiperazin-1-yl)pyridin-4-ylamine

Conditions

Conditions	Yield
at 135℃; for 16h; Sealed tube;	75.7%

: 7598-35-8
2-bromo-4-aminopyridine

: 24424-99-5
di-tert-butyl dicarbonate

: 1044148-89-1
2-bromo-N,N-(di-tert butoxycarbonyl)pyridine-4-amine

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20 - 80℃; for 24h;	75.2%
With sodium hexamethyldisilazane In tetrahydrofuran

: 7598-35-8
2-bromo-4-aminopyridine

: 4659-45-4
2,6-Dichlorobenzoyl chloride

: 1258298-00-8
N-(2-bromopyridin-4-yl)-2,6-dichlorobenzamide

Conditions

Conditions	Yield
Stage #1: 2-bromo-4-aminopyridine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Stage #2: 2,6-Dichlorobenzoyl chloride In N,N-dimethyl-formamide; mineral oil at 0℃; for 4h;	74%
Stage #1: 2-bromo-4-aminopyridine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Stage #2: 2,6-Dichlorobenzoyl chloride In N,N-dimethyl-formamide; mineral oil at 0℃; for 4h;	54%
With sodium hydride In N,N-dimethyl-formamide at 0℃;
Stage #1: 2-bromo-4-aminopyridine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Inert atmosphere; Stage #2: 2,6-Dichlorobenzoyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 12h; Inert atmosphere;

: 7598-35-8
2-bromo-4-aminopyridine

: 9-(4-methoxybenzyl)-2-(6-methylpyridin-2-yl)-6-phenoxy-9H-purine

: N-(2-bromopyridin-4-yl)-9-(4-methoxybenzyl)-2-(6-methylpyridin-2-yl)-9H-purin-6-amine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 3h;	71.5%

: 7598-35-8
2-bromo-4-aminopyridine

: 1258298-06-4
2,6-dichloro-4-cyanobenzoyl chloride

: 1258298-07-5
N-(2-bromopyridin-4-yl)-2,6-dichloro-4-cyanobenzamide

Conditions

Conditions	Yield
Stage #1: 2-bromo-4-aminopyridine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Stage #2: 2,6-dichloro-4-cyanobenzoyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;	70%
Stage #1: 2-bromo-4-aminopyridine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h; Stage #2: 2,6-dichloro-4-cyanobenzoyl chloride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Inert atmosphere;	59%

: 7598-35-8
2-bromo-4-aminopyridine

: 69807-91-6
2-(3,5-bis-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

: 4-amino-2-(3,5-bis(trifluoromethyl)phenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; methanol; water at 100℃; for 3h; Microwave irradiation;	70%

: 7598-35-8
2-bromo-4-aminopyridine

: 4136-95-2
2,4,6-trichlorobenzoyl chloride

: 1258298-03-1
N-(2-bromopyridin-4-yl)-2,4,6-trichlorobenzamide

Conditions

Conditions	Yield
Stage #1: 2-bromo-4-aminopyridine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Stage #2: 2,4,6-trichlorobenzoyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;	69%

: 586-98-1
2-Hydroxymethylpyridine

: 7598-35-8
2-bromo-4-aminopyridine

: 1439400-79-9
N-(pyridine-2-methyl)-4-amino-2-bromopyridine

Conditions

Conditions	Yield
With (phthalocyaninato)iron(II); sodium t-butanolate In toluene at 100℃; for 12h; Inert atmosphere;	68%

: 7598-35-8
2-bromo-4-aminopyridine

: 79-03-8
propionyl chloride

: N-(2-bromopyridin-4-yl)propanamide

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 2h;	67%

: 7598-35-8
2-bromo-4-aminopyridine

: 75-89-8
2,2,2-trifluoroethanol

: 1247075-58-6
2-(2,2,2-trifluoroethoxy)pyridin-4-amine

Conditions

Conditions	Yield
With sodium hydride In 1,4-dioxane for 15h; Reflux;	66.2%

: 7598-35-8
2-bromo-4-aminopyridine

: 1073353-65-7
4,4,5,5-tetramethyl-2-(2,4-bis(trifluoromethyl)phenyl)-1,3,2-dioxaborolane

: 4-amino-2-(2,4-bis(trifluoromethyl)phenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; methanol; water at 100℃; for 3h; Microwave irradiation;	65%

: 7598-35-8
2-bromo-4-aminopyridine

: 136466-94-9
(2,6-difluoropyridin-3-yl)boronic acid

: 2',6'-difluoro-4-amino-2,3'-bipyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 70℃; for 18h; Inert atmosphere;	63%

: 7598-35-8
2-bromo-4-aminopyridine

: 586-96-9
Nitrosobenzene

: 2-bromo-(4-phenylazo)pyridine

Conditions

Conditions	Yield
With pyridine; trimethylphenylammonium hydroxide at 80℃; for 4h;	61%

: 7598-35-8
2-bromo-4-aminopyridine

: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
With hydrogen bromide; bromine; sodium nitrite	60%
With sulfuric acid; copper(II) sulfate; potassium bromide; sodium nitrite Diazotization.Reagens 4: Kupfer-Pulver; Reagens 5: Wasser;

4-Amino-2-bromopyridine Specification

The IUPAC name of 2-Bromo-4-aminopyridine is 2-bromopyridin-4-amine. With the CAS registry number 7598-35-8, it is also named as 4-Pyridinamine, 2-bromo-. The product's categories are pyridine; pyridines, pyrimidines, purines and pteredines; pyridine series; amines; pyridines; pyridines derivates. It is light yellow crystal which should be stored in the sealed container.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.46; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.36; (4)ACD/LogD (pH 7.4): 1.46; (5)ACD/BCF (pH 5.5): 6.06; (6)ACD/BCF (pH 7.4): 7.52; (7)ACD/KOC (pH 5.5): 118.85; (8)ACD/KOC (pH 7.4): 147.33; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.636; (13)Molar Refractivity: 36.27 cm³; (14)Molar Volume: 101.1 cm³; (15)Polarizability: 14.37 10^-24 cm³; (16)Surface Tension: 56.9 dyne/cm; (17)Enthalpy of Vaporization: 56.3 kJ/mol; (18)Vapour Pressure: 0.000301 mmHg at 25°C; (19)Tautomer Count: 2; (20)Exact Mass: 171.963611; (21)MonoIsotopic Mass: 171.963611; (22)Topological Polar Surface Area: 38.9; (23)Heavy Atom Count: 8; (24)Complexity: 76.8.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. And it is irritating to eyes, respiratory system and skin, particularly risk of serious damage to the eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES: c1cnc(cc1N)Br;
2. InChI: InChI=1/C5H5BrN2/c6-5-3-4(7)1-2-8-5/h1-3H,(H2,7,8).

Product Name

4-Amino-2-bromopyridine

Synthetic route

4-Amino-2-bromopyridine Specification

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