5-Bromo-3-methyl-7-azaindole

5-Bromo-3-methyl-7-azaindole Property

Density 

1.654±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

13.22±0.40(Predicted)

Appearance

Off-white to light yellow Solid

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.

5-Bromo-3-methyl-7-azaindole Chemical Properties,Usage,Production

Synthesis

5-Bromo-3-methyl-1-toluenesulfonyl-1H-pyrrolo[2,3-B]pyridine (35 g, 96.2 mmol) was used as a raw material and dissolved in methanol (200 mL). To this solution, 6N sodium hydroxide solution (200 μL) was slowly added, followed by heating the reaction mixture to reflux and maintaining the reaction for 2 hours. After completion of the reaction, methanol was removed by vacuum concentration. The pH of the reaction mixture was adjusted to 7 with citric acid, followed by filtration of the precipitated solid. The solid was washed several times with deionized water and dried to give the target product 5-bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine as a yellow solid (20 g, 98.5% yield). The product was confirmed by NMR hydrogen spectroscopy (400 MHz, DMSO-d6) with chemical shifts of δ11.462 (s, 1H), 8.134 (s, 1H), 8.045 (s, 1H), 7.210 (s, 1H), and 2.135 (s, 3H), respectively.

References

[1] Patent: WO2014/111496, 2014, A1. Location in patent: Page/Page column 99
[2] Patent: WO2016/142310, 2016, A1. Location in patent: Page/Page column 65