ChemicalBook > CAS DataBase List > ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate

ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate

Product Name
ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate
CAS No.
724788-64-1
Chemical Name
ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate
Synonyms
ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate;4-BroMo-6-Methoxy-[1,5]naphthyridine-3-carboxylic acid ethyl ester;1,5-Naphthyridine-3-carboxylic acid, 4-bromo-6-methoxy-, ethyl ester
CBNumber
CB22604819
Molecular Formula
C12H11BrN2O3
Formula Weight
311.13
MOL File
724788-64-1.mol
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ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate Property

Boiling point:
381.5±37.0 °C(Predicted)
Density 
1.520±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
0.23±0.10(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific
Product number
1236AC
Product name
Ethyl4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate
Packaging
100mg
Price
$196
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0368871
Product name
ETHYL-4-BROMO-6-METHOXY-1,5-NAPHTHYRIDINE-3-CARBOXYLATE
Purity
95.00%
Packaging
5MG
Price
$496.89
Updated
2021/12/16
AK Scientific
Product number
1236AC
Product name
Ethyl4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate
Packaging
5g
Price
$2121
Updated
2021/12/16
Ambeed
Product number
A167631
Product name
Ethyl4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate
Purity
98%
Packaging
100mg
Price
$127
Updated
2021/12/16
Ambeed
Product number
A167631
Product name
Ethyl4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate
Purity
98%
Packaging
250mg
Price
$181
Updated
2021/12/16
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ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate Chemical Properties,Usage,Production

Synthesis

724788-63-0

724788-64-1

The general procedure for the synthesis of ethyl 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate from ethyl 6-methoxy-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carboxylate was as follows: ethyl 6-methoxy-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carboxylate (6.3 g, 25.4 mmol) was suspended under nitrogen protection in N,N- dimethylformamide (DMF, 20 mL) with stirring at room temperature. Phosphorus tribromide (2.5 mL, 26.7 mmol) was slowly added dropwise and the reaction mixture continued to be stirred for 30 minutes. Upon completion of the reaction, the mixture was cooled in an ice bath and water (120 mL) was slowly added, followed by addition of saturated aqueous sodium bicarbonate to adjust the pH to 7. The precipitate was collected by vacuum filtration, washed with water and dried under vacuum. The crude product was purified by silica gel column chromatography (eluent tapered from cyclohexane 100% to cyclohexane/ethyl acetate 95/5) to afford ethyl 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate (6.6 g, 21 mmol, 83% yield).LC-MS analysis showed the molecular ion peak (M-H+) of the target compound was 311.

References

[1] Patent: WO2006/81178, 2006, A2. Location in patent: Page/Page column 18
[2] Patent: WO2006/81264, 2006, A1. Location in patent: Page/Page column 21-22
[3] Patent: WO2006/81289, 2006, A2. Location in patent: Page/Page column 15
[4] Patent: WO2006/81179, 2006, A1. Location in patent: Page/Page column 19
[5] Patent: WO2006/81182, 2006, A2. Location in patent: Page/Page column 19

ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate Suppliers

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724788-64-1, ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylateRelated Search:


  • ethyl 4-broMo-6-Methoxy-1,5-naphthyridine-3-carboxylate
  • 4-BroMo-6-Methoxy-[1,5]naphthyridine-3-carboxylic acid ethyl ester
  • 1,5-Naphthyridine-3-carboxylic acid, 4-bromo-6-methoxy-, ethyl ester
  • 724788-64-1