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1072-97-5

Basic Information
CAS No.: 1072-97-5
Name: 2-Amino-5-bromopyridine
Article Data: 92
Molecular Structure:
Molecular Structure of 1072-97-5 (2-Amino-5-bromopyridine)
Formula: C5H5BrN2
Molecular Weight: 173.012
Synonyms: 5-Bromo-2-pyridylamine;5-bromopyridin-2-amine;5-bromo-1H-pyridin-2-amine;2-amino-5-bromothiazolo[5,4-b]pyridine;2-Amino-5-Bromo Pyridine;2-amino-5-bromopyridin;sell: 2-amino-5-bromopyridine;
EINECS: 214-019-9
Density: 1.71 g/cm3
Melting Point: 135-138 °C
Boiling Point: 230.9 °C at 760 mmHg
Flash Point: 93.4 °C
Solubility: Soluble in methanol, chloroform, ethyl acetate. Slightly soluble in water.
Appearance: Light yellow crystal
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-36/37/38
Safety: 26-36
Transport Information: UN 2811 6.1/PG 3
PSA: 38.91000
LogP: 2.00750
Synthetic route
504-29-0

2-aminopyridine

1072-97-5

5-bromo-2-pyridylamine

Conditions
ConditionsYield
With N-Bromosuccinimide In acetone at 0 - 20℃;98%
With N-Bromosuccinimide In acetonitrile at 20℃; for 2h;98%
With N-Bromosuccinimide In acetonitrile at 20℃; for 2h;98%
504-29-0

2-aminopyridine

A

1072-97-5

5-bromo-2-pyridylamine

B

35486-42-1

2-amino-3,5-dibromopyridine

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In chloroform at 20℃; for 0.0333333h; other reagent: tetraphenylphosphonium tribromide;A 98%
B 2%
With N-Bromosuccinimide; lithium perchlorate; silica gel In dichloromethane at 20℃; for 0.0833333h;A 90%
B 10%
With bromine In ethanol at 20℃;A 76%
B 12%
504-29-0

2-aminopyridine

A

1072-97-5

5-bromo-2-pyridylamine

B

408352-48-7

2-amino-4,6-dibromopyridine

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In chloroform for 0.0333333h; Ambient temperature;A 98%
B 2%
39856-50-3

5-bromo2-nitropyridine

1072-97-5

5-bromo-2-pyridylamine

Conditions
ConditionsYield
With tetrahydroxydiboron; 5%-palladium/activated carbon; water In acetonitrile at 50℃; for 24h;96%
With potassium borohydride; TPGS-750-M In tetrahydrofuran; water at 20℃; for 20h; Inert atmosphere;91%
With potassium tert-butylate; isopropyl alcohol; bis(pinacol)diborane at 110℃; for 2h;90%
444811-18-1

5-bromo-N,N-bis[(4-methoxyphenyl)methyl]pyridin-2-amine

1072-97-5

5-bromo-2-pyridylamine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 5h;90%
19596-07-7

pent-4-ynenitrile

1072-97-5

5-bromo-2-pyridylamine

Conditions
ConditionsYield
With hydrogen bromide; bromine; sodium hydroxide In dichloromethane; water at 30 - 45℃;89.9%
33245-29-3

5-bromo-2-nitraminopyridine

1072-97-5

5-bromo-2-pyridylamine

Conditions
ConditionsYield
With 50percent aq. HPO2 for 5h; Heating;88%
664988-25-4

2-[(N,N-dibenzyl)amino]-5-bromopyridine

1072-97-5

5-bromo-2-pyridylamine

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetonitrile at 20℃; for 0.5h;87%
766-11-0

5-bromo-2-fluoropyridine

1072-97-5

5-bromo-2-pyridylamine

Conditions
ConditionsYield
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;86%
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h;86%
With ammonia; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 180℃; for 2h;
148292-03-9

pyridinium N-<2'-(3',5'-dibromopyridyl)>aminide

1072-97-5

5-bromo-2-pyridylamine

Conditions
ConditionsYield
With zinc In acetic acid for 29h; Ambient temperature;75%
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Specification

The IUPAC name of 2-Amino-5-bromopyridine is 5-bromopyridin-2-amine. With the CAS registry number 1072-97-5 and EINECS 214-019-9, it is also named as 2-Pyridinamine, 5-bromo-. The product's categories are Compounds of Pyridine; Fine Chemical & Intermediates;Amines; Blocks; Bromides; Pyridines; Pyridine; Pyridine Derivative; Pyridines, Pyrimidines, Purines and Pteredines; Organic Acids; Bromopyridines; Halopyridines; Heterocyclic Building Blocks; Amino-pyridine Series; Organohalides. It is light yellow crystal which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.98; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.93; (4)ACD/LogD (pH 7.4): 1.98; (5)ACD/BCF (pH 5.5): 16.6; (6)ACD/BCF (pH 7.4): 18.92; (7)ACD/KOC (pH 5.5): 250.42; (8)ACD/KOC (pH 7.4): 285.41; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (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: 46.75 kJ/mol; (18)Vapour Pressure: 0.0643 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.

Preparation of 2-Amino-5-bromopyridine: It can be obtained by pyridin-2-ylamine. This reaction needs reagent NBS and solvent acetonitrile at temperature of 20 °C. The reaction time is 17 hours. The yield is 93%.

Uses of 2-Amino-5-bromopyridine: It is used to produce drugs and other fine chemicals. It also can react with benzotriazol-1-yl-methanol to get benzotriazol-1-ylmethyl-(5-bromo-pyridin-2-yl)-amine. This reaction needs solvent ethanol at ambient temperature. The reaction time is 5 hours. The yield is 99%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. 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.

People can use the following data to convert to the molecule structure.
1. SMILES:Brc1cnc(N)cc1
2. InChI:InChI=1/C5H5BrN2/c6-4-1-2-5(7)8-3-4/h1-3H,(H2,7,8) 
3. InChIKey:WGOLHUGPTDEKCF-UHFFFAOYAB