2-bromo-1H-pyrrolo[2,3-b]pyridine

2-bromo-1H-pyrrolo[2,3-b]pyridine Property

Density 

1.770±0.06 g/cm3(Predicted)

storage temp. 

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

pka

12.22±0.40(Predicted)

Appearance

Off-white to yellow Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

2-bromo-1H-pyrrolo[2,3-b]pyridine Chemical Properties,Usage,Production

Synthesis

2-Bromo-1-toluenesulfonyl-1H-pyrrolo[2,3-b]pyridine (30 g, 0.085 mol) was used as a raw material, which was mixed with methanol (850 mL) and aqueous potassium hydroxide solution (5 mol/L, 100 mL). The reaction mixture was heated under reflux conditions overnight. Upon completion of the reaction, most of the solvent was evaporated under reduced pressure. The residue was partitioned between ethyl acetate (EtOAc) and water. The organic layer was separated, dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated to afford 2-bromo-1H-pyrrolo[2,3-b]pyridine (24 g, 80% yield), which could be used in subsequent steps without further purification. The 1H NMR (400 MHz, DMSO-d6) data of the product were as follows: δ 6.550 (s, 1H); 7.039 (dd, J = 5.2 Hz, 3.2 Hz, 1H); 7.857 (dd, J = 1.6 Hz, 3.2 Hz, 1H); 8.155 (q, J = 1.6 Hz, 1H); 12.418 (br, 1H).

References

[1] Patent: US2009/318455, 2009, A1. Location in patent: Page/Page column 98-99