ChemicalBook > CAS DataBase List > methyl 6-amino-3,5-dibromopicolinate

methyl 6-amino-3,5-dibromopicolinate

Product Name
methyl 6-amino-3,5-dibromopicolinate
CAS No.
443956-21-6
Chemical Name
methyl 6-amino-3,5-dibromopicolinate
Synonyms
methyl 6-amino-3,5-dibromopicolinate;Methyl 6-aMino-3,5-dibroMopyridine-2-carboxylate;6-Amino-3,5-dibromopyridine-2-carboxylic acid methyl ester;2-Pyridinecarboxylic acid, 6-amino-3,5-dibromo-, methyl ester
CBNumber
CB22535876
Molecular Formula
C7H6Br2N2O2
Formula Weight
309.94
MOL File
443956-21-6.mol
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methyl 6-amino-3,5-dibromopicolinate Property

Boiling point:
366.0±37.0 °C(Predicted)
Density 
1.997
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
-0.94±0.10(Predicted)
Appearance
Light yellow to yellow Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Usbiological
Product number
455766
Product name
Methyl 6-Amino-3,5-dibromopyridine-2-carboxylate
Packaging
25mg
Price
$460
Updated
2021/12/16
TRC
Product number
M286020
Product name
Methyl6-Amino-3,5-dibromopyridine-2-carboxylate
Packaging
250mg
Price
$1260
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0369571
Product name
METHYL-6-AMINO-3,5-DIBROMOPICOLINATE
Purity
95.00%
Packaging
5MG
Price
$498.77
Updated
2021/12/16
ChemScene
Product number
CS-W000757
Product name
Methyl6-amino-3,5-dibromopicolinate
Purity
98.89%
Packaging
1g
Price
$49
Updated
2021/12/16
ChemScene
Product number
CS-W000757
Product name
Methyl6-amino-3,5-dibromopicolinate
Purity
98.89%
Packaging
5g
Price
$147
Updated
2021/12/16
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methyl 6-amino-3,5-dibromopicolinate Chemical Properties,Usage,Production

Uses

Methyl 6-Amino-3,5-dibromopyridine-2-carboxylate is used as a reagent in the synthesis of imidazopyridines as Syk inhibitors. Also used as a reagent in the synthesis of quinoline, quinoxaline and naphthyridine derivatives as antibacterial agents.

Synthesis

36052-26-3

443956-21-6

178876-83-0

178876-82-9

General procedure for the synthesis of methyl 6-amino-3,5-dibromopyridine-2-carboxylate, methyl 6-amino-3-bromopyridine-2-carboxylate, and methyl 5-bromo-6-aminopyridine-2-carboxylate from methyl 6-aminopyridine-2-carboxylate: over a period of 30 min, a solution of chloroform (40 mL) with bromine (2.57 mL) was added slowly and dropwise to methyl 6-aminopyridine-2-carboxylate ( 6.92 g) in a solution of chloroform (300 mL). The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the mixture was upsampled onto a silica gel column and purified by column chromatography (SiO2, heptane/ethyl acetate) to isolate three products: methyl 6-amino-5-bromo-pyridine-2-carboxylate (2 g, 19% yield), methyl 6-amino-3-bromo-pyridine-2-carboxylate (3 g, 29% yield) and methyl 6-amino-3,5-dibromopyridine-2-carboxylate (2.6 g, 18% yield).The 1H NMR (400 MHz, chloroform-d) data for methyl 6-amino-5-bromopyridine-2-carboxylate were as follows: δ 3.97 (s, 3H), 5.22 (br.s, 2H), 7.38 (d, J = 7.8 Hz, 1H), 7.79 (d, J = 7.8 Hz, 1H).

References

[1] Patent: WO2011/75591, 2011, A1. Location in patent: Page/Page column 95
[2] Patent: US2011/152312, 2011, A1. Location in patent: Page/Page column 40

methyl 6-amino-3,5-dibromopicolinate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from methyl 6-amino-3,5-dibromopicolinate manufacturers

Career Henan Chemical Co
Product
methyl 6-amino-3,5-dibromopicolinate 443956-21-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-14