5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine Chemical Properties

Density 

1.996±0.06 g/cm3(Predicted)

storage temp. 

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

pka

9.51±0.50(Predicted)

Appearance

Off-white to light brown Solid

CAS DataBase Reference

1060816-58-1

Safety Information

RIDADR 

UN2811

HS Code 

2933599590

5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine Usage And Synthesis

Synthesis

The general procedure for the synthesis of 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidines from 2-chloro-7H-pyrrolo[2,3-d]pyrimidines is as follows: N-bromosuccinimide (11,374.5 g, 64.04 mol, 2.0 eq.) was added in batches to 2-chloro-7H-pyrrolo[2,3-d]pyrimidines (4907.0 g, 31.91 mol, 1.0 equiv) in acetonitrile solution. The reaction was carried out at room temperature (25 °C) for 17 h. The completion of the reaction was monitored by TLC. Upon completion of the reaction, the reaction solution was slowly poured into 100 L of ice water and a large amount of solid was precipitated. The solid was collected by filtration and the filter cake was washed three times with 50 L of water and dried to give 7117.2 g of white solid product in 95.82% yield. The structure of the product was confirmed by 1H-NMR (400 MHz, DMSO-d6): δ 12.78 (brs, 1H), 8.85 (s, 1H), 7.89 (s, 1H).

References

[1] Patent: CN105949196, 2016, A. Location in patent: Paragraph 0048; 0069; 0088 - 0091

5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine(1060816-58-1)Related Product Information

• 2-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE