4-broMo-2-isopropoxypyridine

4-broMo-2-isopropoxypyridine Property

Boiling point:

232.8±20.0 °C(Predicted)

Density 

1.383±0.06 g/cm3(Predicted)

storage temp. 

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

pka

4.99±0.10(Predicted)

form 

liquid

color 

Colourless

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

H335May cause respiratory irritation

Precautionary statements

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

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

4-broMo-2-isopropoxypyridine Chemical Properties,Usage,Production

Synthesis

Example 15: Synthesis of 3-methoxy-1-(2-(4-(4-[4-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl]-3,6-dihydro-2H-pyridin-1-yl)-2-oxoethyl)pyrrolidine-2-carboxylic acid [3-(2-isopropoxypyridin-4-yl)-1H-indazol-5-yl]amide Step 1: Preparation of 4-bromo-2-isopropoxypyridine Anhydrous isopropanol (50 mL) solution of 4-bromo-2-fluoropyridine (4.12 g, 23.41 mmol) followed by potassium tert-butoxide (2.627 g, 23.41 mmol) was added to a 150 mL pressure vessel under nitrogen protection. The pressure vessel was sealed and the reaction was heated at 80 °C for 3 hours. After completion of the reaction, the pressure vessel was cooled to 0 °C in an ice bath. The reaction mixture was transferred to a 250 mL round bottom flask and concentrated to a small volume. The concentrated mixture was partitioned between ethyl acetate and water. The organic phase was separated, washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a clarified oil. Purification by RediSep 80 g silica gel column chromatography with 20:1 hexane/ethyl acetate as eluent gave the clarified oily product 4-bromo-2-isopropoxypyridine (4.2 g, 83%).

References

[1] Patent: WO2009/105500, 2009, A1. Location in patent: Page/Page column 274
[2] Patent: WO2015/42397, 2015, A1. Location in patent: Paragraph 000652