ChemicalBook > CAS DataBase List > 2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE

2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE

Product Name
2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE
CAS No.
1563-56-0
Chemical Name
2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE
Synonyms
C2HyBnN2O;Bromazepam Impurity A;Tocopherol Impurity 30;Bromazepam EP Impurity A;2-(2-AMINO-5-BROMOBENZOYL);2-amino-5-bromobenzoylpyridine;2-(2-Ao-5-bromobenzoyl) pyridine;2-(5-Bromo-2-aminobenzoyl)pyridine;2-(2-AMino-5-BroMobenzoyl) Pyridin;2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE
CBNumber
CB0371601
Molecular Formula
C12H9BrN2O
Formula Weight
277.12
MOL File
1563-56-0.mol
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2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE Property

Melting point:
98-100℃
Boiling point:
451℃
Density 
1.546
Flash point:
227℃
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO (Slightly), Methanol (Sparingly)
form 
Solid
pka
2.66±0.10(Predicted)
color 
Light Yellow to Yellow
InChI
InChI=1S/C12H9BrN2O/c13-8-4-5-10(14)9(7-8)12(16)11-3-1-2-6-15-11/h1-7H,14H2
InChIKey
KHVZPFKJBLTYCC-UHFFFAOYSA-N
SMILES
C(C1=CC(Br)=CC=C1N)(C1=NC=CC=C1)=O
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
A601785
Product name
2-(2-Amino-5-bromobenzoyl)pyridine
Packaging
50mg
Price
$65
Updated
2021/12/16
TRC
Product number
A601785
Product name
2-(2-Amino-5-bromobenzoyl)pyridine
Packaging
250mg
Price
$275
Updated
2021/12/16
TRC
Product number
A601785
Product name
2-(2-Amino-5-bromobenzoyl)pyridine
Packaging
1g
Price
$545
Updated
2021/12/16
Biosynth Carbosynth
Product number
IA17613
Product name
2-(2-Amino-5-bromobenzoyl)pyridine
Packaging
2mg
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
IA17613
Product name
2-(2-Amino-5-bromobenzoyl)pyridine
Packaging
50mg
Price
$520
Updated
2021/12/16
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2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE Chemical Properties,Usage,Production

Chemical Properties

Yellow Solid

Uses

2-(2-Amino-5-bromobenzoyl)pyridine is used as an intermediate in the preparation of Bromazepam.

Biological Activity

2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE (2ABBP) has been shown to have anti-inflammatory properties in rat liver microsomes and cell culture experiments. The mechanism of action may involve inhibition of cyclooxygenase enzymes, which are involved in prostaglandin synthesis. 2ABBP also binds to human serum albumin and chaperones, proteins that bind other proteins or small molecules.

Synthesis

109-04-6

5794-88-7

1563-56-0

General procedure for the synthesis of 2-(2-amino-5-bromo-benzoyl)pyridine from 2-bromopyridine and 2-amino-5-bromobenzoic acid: 2-bromopyridine (173.93 g, 1101 mmol, 4.4 eq.) was slowly added to a mixture of 2.5 M n-butyllithium hexane solution (400 mL, 1000 mmol, 4 eq.) and ethyl ether (1 L) at -40 °C. 4.4 eq.). The reaction mixture was stirred at -40 °C for 1 h. A solution of 2-amino-5-bromobenzoic acid (54.14 g, 250.6 mmol, 1 eq.) in tetrahydrofuran (THF, 1 L) was added dropwise. The reaction system was slowly warmed to 0 °C and stirring was continued at this temperature for 2 hours. Subsequently, chlorotrimethylsilane (625 mL, 4924 mmol, 20 eq.) was added to quench the reaction. The mixture was stirred at room temperature for 30 minutes, then cooled to 0 °C and quenched with 3N hydrochloric acid (625 mL). The aqueous layer was separated and the organic layer was extracted once with 3N hydrochloric acid. The combined aqueous phases were neutralized with solid sodium hydroxide pellets while cooling in an ice bath. The neutralized aqueous phase was extracted with ether (3 x 1L). The combined ether extracts were dried with anhydrous sodium sulfate, filtered and concentrated to give a black oil. The crude product was purified by fast chromatography (silica gel column, 1 L, eluent 20-30% ethyl acetate/hexane) to afford the target compound 2-(2-amino-5-bromo-benzoyl)pyridine as a brown solid (62 g, 224 mmol, 89.3% yield).

References

[1] Patent: EP1183243, 2006, B1. Location in patent: Page/Page column 11
[2] Patent: WO2014/154762, 2014, A1. Location in patent: Page/Page column 62
[3] Patent: US2014/296230, 2014, A1. Location in patent: Paragraph 0303-0306
[4] Patent: CN108264499, 2018, A. Location in patent: Paragraph 0050-0051; 0075; 0076; 0077-0079

2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE Suppliers

YICHANG TIANRUI BIOPHARM CO., LTD
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13469840438
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caiweiguo@renfu.com.cn
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China
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SanoChem (Chengdu) Tech. Co., Ltd.
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28-87999436 02887999436
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QQ:2746983436
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sales@sano-chem.com
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China
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Viwit Pharmaceutical Co., Ltd.
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0632-0632-2980981 15063270987
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0632-2989678
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China
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Shouguang Xinghai Chemical Co. LTD
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15666881566
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449211804@qq.com
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China
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Shanghai Shanyuan pharmaceutical technology co., LTD
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021-31761238 13167072949
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021-31761238
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China
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Jiangsu Jingye Pharmaceutical
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0519-82765788 18001496617
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China
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Shanghai Yatan Pharmaceutical Research and Development Co. LTD
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021-58003085 18817202306
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J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
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Shijiazhuang Sdyano Fine Chemical Co., Ltd.
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0311-89250318 031166536426
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View Lastest Price from 2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE manufacturers

Shandong Vital Biotechnology Co., Ltd.
Product
2-(2-Amino-5-bromobenzoyl)pyridine 1563-56-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
100tons
Release date
2025-11-19
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
2-(2-Amino-5-bromobenzoyl)pyridine 1563-56-0
Price
US $1.10-9.90/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-08-18
Xi'an Yutbon Pharmaceutical Technology Co., Ltd
Product
2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE 1563-56-0
Price
US $480.00/kg
Min. Order
1kg
Purity
98 %
Supply Ability
8Ton
Release date
2024-05-15

1563-56-0, 2-(2-AMINO-5-BROMOBENZOYL) PYRIDINERelated Search:


  • Bromazepam EP Impurity A
  • 4-bromo-2-[(pyridin-2-yl)carbonyl]aniline
  • 2-(2-AMINO-5-BROMOBENZOYL) PYRIDINE
  • (2-amino-5-bromophenyl)-pyridin-2-ylmethanone
  • (2-azanyl-5-bromo-phenyl)-pyridin-2-yl-methanone
  • (2-Amino-5-bromophenyl)(2-pyridinyl)methanone
  • Methanone, (2-amino-5-bromophenyl)-2-pyridinyl-
  • Pyridine, 2-(2-amino-5-bromobenzoyl)
  • 2-amino-5-bromobenzoylpyridine
  • 2-(2-Amino-5-Bromobenzoyl) Pyridine 1-(2,4-Dichlorophenyl)ethanone
  • 2-AMino-5-broMophenyl 2-pyridyl Ketone
  • 2-(5-Bromo-2-aminobenzoyl)pyridine
  • 2-(2-AMino-5-BroMobenzoyl) Pyridin
  • Bromazepam Impurity A
  • 2-(2-Ao-5-bromobenzoyl) pyridine
  • 2-(2-Pyridylcarbonyl)-4-bromobenzeneamine
  • 4-Bromo-2-[(2-pyridyl)carbonyl]aniline
  • 2-(Pyridin-2-Yl-Carbonyl)-4-Bromoaniline
  • 2-(2-AMINO-5-BROMOBENZOYL)
  • C2HyBnN2O
  • Tocopherol Impurity 30
  • 1563-56-0
  • C12H9BrN2O
  • C152H9BrN2O
  • (intermediate of bromazepam)
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals