ChemicalBook > CAS DataBase List > ETHYL 2-AMINO-5-BROMONICOTINATE

ETHYL 2-AMINO-5-BROMONICOTINATE

Product Name
ETHYL 2-AMINO-5-BROMONICOTINATE
CAS No.
433226-06-3
Chemical Name
ETHYL 2-AMINO-5-BROMONICOTINATE
Synonyms
ETHYL 2-AMINO-5-BROMONICOTINATE;Ethyl 2-amino-5-bromopyridine-3-carboxylate;3-Pyridinecarboxylic acid, 2-aMino-5-broMo-, ethyl ester;Ethyl 2-amino-5-bromopyridine-3-carboxylate, 2-Amino-5-bromo-3-(ethoxycarbonyl)pyridine
CBNumber
CB7203169
Molecular Formula
C8H9BrN2O2
Formula Weight
245.07
MOL File
Mol file
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ETHYL 2-AMINO-5-BROMONICOTINATE Property

Melting point:
139-141°
Boiling point:
290.6±35.0 °C(Predicted)
Density 
1.575±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
2.59±0.49(Predicted)
Appearance
Light yellow to yellow Solid
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Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC
Product number
E899388
Product name
Ethyl2-amino-5-bromonicotinate
Packaging
250mg
Price
$65
Updated
2021/12/16
ChemScene
Product number
CS-0041495
Product name
Ethyl2-amino-5-bromonicotinate
Purity
99.14%
Packaging
5g
Price
$88
Updated
2021/12/16
Matrix Scientific
Product number
042882
Product name
Ethyl 2-amino-5-bromonicotinate
Purity
95+%
Packaging
1g
Price
$48
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-9-X3
Product name
Ethyl 2-amino-5-bromonicotinate
Packaging
1g
Price
$128
Updated
2021/12/16
Matrix Scientific
Product number
042882
Product name
Ethyl 2-amino-5-bromonicotinate
Purity
95+%
Packaging
5g
Price
$146
Updated
2021/12/16
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ETHYL 2-AMINO-5-BROMONICOTINATE Chemical Properties,Usage,Production

Synthesis

13362-26-0

433226-06-3

General procedure for the synthesis of ethyl 2-amino-5-bromonicotinate from ethyl 2-aminonicotinate: to a stirred solution of ethyl 2-aminonicotinate (15 g; 90.36 mmol; 1 eq.) in anhydrous THF (150 mL) was added N-bromosuccinimide (NBS) (16 g; 90.36 mmol; 1 eq.) in batches at 0 °C. The resulting mixture was stirred at 23 °C for 18 hours. Upon completion of the reaction, the mixture was poured into ice-cold saturated aqueous NaHCO3 solution and the organic components were extracted with ethyl acetate (3 x 200 mL). The combined organic layers were washed with brine solution, dried over anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure to afford ethyl 2-amino-5-bromonicotinate (22 g, 100%) as an off-white solid. The product was confirmed by 1H NMR (DMSO-d6): δ 8.29 (d, 1H, J = 3Hz), 8.12 (d, 1H, J = 2Hz), 7.31 (s, 2H), 4.29 (q, 2H, J = 7Hz), 1.30 (t, 3H, J = 7Hz).The LCMS analysis resulted in: m/z = 245.0 [M + H]+, 247.0 [M + 2H]+, retention time (RT) = 3.34 min (program P1, column W).

References

[1] Patent: WO2015/95128, 2015, A1. Location in patent: Paragraph 0239; 0242; 0243
[2] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 236 - 246
[3] Patent: CN104402881, 2016, B. Location in patent: Paragraph 0022; 0023
[4] Patent: WO2007/67416, 2007, A2. Location in patent: Page/Page column 64; 134

ETHYL 2-AMINO-5-BROMONICOTINATE Preparation Products And Raw materials

Raw materials

Preparation Products

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