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3-Bromo-6-chloro-1H-indazole

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3-Bromo-6-chloro-1H-indazole Basic information
Product Name:3-Bromo-6-chloro-1H-indazole
Synonyms:3-BROMO-6-CHLORO (1H)INDAZOLE;1H-INDAZOLE,3-BROMO-6-CHLORO-;6-Chloro-3-bromo-indazole;3-bromo-6-chloro-1H-indazole - [B87745]
CAS:885521-34-6
MF:C7H4BrClN2
MW:231.48
EINECS:
Product Categories:
Mol File:885521-34-6.mol
3-Bromo-6-chloro-1H-indazole Structure
3-Bromo-6-chloro-1H-indazole Chemical Properties
Melting point 193 °C
Boiling point 368.5±22.0 °C(Predicted)
density 1.878
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka10?+-.0.40(Predicted)
Safety Information
MSDS Information
3-Bromo-6-chloro-1H-indazole Usage And Synthesis
Synthesis
6-Chloro-1H-indazole

698-25-9

3-Bromo-6-chloro-1H-indazole

885521-34-6

Step 1a. 6-Chloro-1H-indazole (3.0 g, 19.66 mmol) was suspended in 2 M NaOH solution (70 mL) and a solution of bromine (2.32 g, 14.52 mmol) in 2 M NaOH (30 mL) was added slowly and dropwise. The reaction mixture was stirred at room temperature for 1.5 hours. Upon completion of the reaction, the pH was adjusted to 8 with 3 M HCl, followed by liquid-liquid partitioning with ethyl acetate and brine. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether) to afford the target compound 3-bromo-6-chloro-1H-indazole as a yellow solid (3.4 g, 44% yield).ESI-MS m/z = 231.00, 233.00 [M + H]+.

References[1] Synthesis, 2011, # 16, p. 2651 - 2663
[2] Patent: WO2016/183266, 2016, A1. Location in patent: Page/Page column 44-45
[3] Patent: US2016/289212, 2016, A1. Location in patent: Paragraph 0191
[4] Patent: WO2013/169907, 2013, A1. Location in patent: Paragraph 00115
3-Bromo-6-chloro-1H-indazole Preparation Products And Raw materials
Raw materials6-Chloro-1H-indazole-->Sodium hydroxide
Tag:3-Bromo-6-chloro-1H-indazole(885521-34-6) Related Product Information
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