5-BROMOISOQUINOLIN-1-AMINE Chemical Properties

Boiling point:

380.7±27.0 °C(Predicted)

Density 

1.649

storage temp. 

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

pka

6.50±0.43(Predicted)

form 

solid

color 

White to faint orange

Safety Information

Risk Statements 

41

Safety Statements 

26-39

HS Code 

2933499090

5-BROMOISOQUINOLIN-1-AMINE Usage And Synthesis

Synthesis

Step 3: To a 500 mL round bottom flask purged with nitrogen and maintained in an inert atmosphere under nitrogen protection was added a mixture of 5-bromo-1-chloroisoquinoline (17.5 g, 72.16 mmol, 1.00 eq.), AcNH2 (85.8 g, 1.45 mol, 20.15 eq.) and potassium carbonate (49.0 g, 354.53 mmol, 4.91 equivalent) in a mixture. The reaction mixture was stirred at 180 °C for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and slowly poured into 2000 mL of water with stirring. The precipitated solid was collected by filtration to give 12.0 g (75% yield) of 5-bromoisoquinolin-1-amine as a brown solid.

References

[1] Patent: WO2005/49576, 2005, A1. Location in patent: Page/Page column 29
[2] Patent: WO2005/49577, 2005, A1. Location in patent: Page/Page column 32-33
[3] Patent: WO2016/201052, 2016, A1. Location in patent: Page/Page column 272
[4] Patent: WO2008/86014, 2008, A2. Location in patent: Page/Page column 60

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