2-BROMO-6-(CHLOROMETHYL)PYRIDINE

2-BROMO-6-(CHLOROMETHYL)PYRIDINE Property

Boiling point:

262.5±25.0 °C(Predicted)

Density 

1.631±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-0.73±0.12(Predicted)

Appearance

White to off-white Solid

Safety

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

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

2-BROMO-6-(CHLOROMETHYL)PYRIDINE Chemical Properties,Usage,Production

Synthesis

Step 1: Preparation of 2-bromo-6-(chloromethyl)pyridine 6-Bromopyridine-2-methanol (5.00 g, 25.5 mmol) was dissolved in chloroform (30 ml), thionyl chloride (2.8 ml, 38.3 mmol) was added slowly and the reaction was stirred for 3 hours at room temperature. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue was neutralized by adding saturated aqueous sodium bicarbonate solution, and the precipitate was collected by filtration. After washing the precipitate with water, it was dried under vacuum to obtain white solid 2-bromo-6-(chloromethyl)pyridine (5.20 g, 99% yield).

References

[1] Patent: US2006/205731, 2006, A1. Location in patent: Page/Page column 52
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 23, p. 8421 - 8439
[3] Patent: WO2009/120789, 2009, A1. Location in patent: Page/Page column 80; 81
[4] Patent: WO2007/88999, 2007, A1. Location in patent: Page/Page column 115-116
[5] Patent: WO2008/73461, 2008, A2. Location in patent: Page/Page column 132; 133