3-ACETYL-5-BROMOPYRIDINE Chemical Properties

Melting point:

77-79°C

Boiling point:

279.3±25.0 °C(Predicted)

Density 

1.534±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

1.08±0.20(Predicted)

color 

White to Light yellow

BRN 

112808

InChIKey

LDBPZEQZCOUYFT-UHFFFAOYSA-N

CAS DataBase Reference

38940-62-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39-36/37-36

WGK Germany 

3

HS Code 

29333990

MSDS

• Language:English Provider:ALFA

3-ACETYL-5-BROMOPYRIDINE Usage And Synthesis

Chemical Properties

Hoar or pale yellow solid

Uses

3-Acetyl-5-bromopyridine is used in the synthesis of benzimidazole CYP11B2 inhibitors. Potent and selective aldosterone inhibitors are used to treat diseases such as those resulting in the stiffening of the heart.

Synthesis

To a solution of 5-bromo-N-methoxy-N-methylnicotinamide (2.08 g, 8.5 mmol) in tetrahydrofuran (THF, 20 mL) was slowly added methylmagnesium bromide (MeMgBr, 1.52 g, 12.75 mmol) at -78 °C. The reaction mixture was stirred at room temperature for 2 h before the reaction was quenched with deionized water. Subsequently, the reaction mixture was extracted with ethyl acetate (EtOAc) and the organic layer was washed with saturated brine and dried over anhydrous sodium sulfate (Na2SO4). After filtration, the filtrate was concentrated under reduced pressure and the resulting residue was purified by fast column chromatography to afford the target product 3-acetyl-5-bromopyridine (1.5 g, 88% yield).

References

[1] Patent: US2013/72679, 2013, A1. Location in patent: Paragraph 0893; 0894
[2] Patent: WO2013/37779, 2013, A1. Location in patent: Page/Page column 235; 236

3-ACETYL-5-BROMOPYRIDINE(38940-62-4)Related Product Information

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