ChemicalBook CAS DataBase List 6-BROMO-4-FLUORO-1H-INDAZOLE

6-BROMO-4-FLUORO-1H-INDAZOLE synthesis

5synthesis methods

Product Name:6-BROMO-4-FLUORO-1H-INDAZOLE
CAS Number:885520-23-0
Molecular formula:C7H4BrFN2
Molecular Weight:215.02

537013-51-7 Synthesis

537013-51-7
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$10.00/100mg

885520-23-0
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$42.00/250mg

Yield: 100%

Reaction Conditions:

with hydrazine hydrate in ethylene glycol at 95; for 2 h;Inert atmosphere;

Steps:

5.1.13. 6-Bromo-4-fluoro-1H-indazole (21)
To a stirred suspension of 4-bromo-2,6-difluorobenzaldehyde 20 (commercially available, CAS 537013-51-7, 442.0 mg, 2.00 mmol) in ethylene glycol (10 mL) at ambient temperature was added hydrazine monohydrate (0.19 mL, 4.00 mmol). The resulting suspension was heated to 95 C under nitrogen for 2 h.The reaction was then cooled to 5 C and diluted with water. The solution was extracted with ethyl acetate, dried over anhydrous Na2SO4, and concentrated to yield 6-bromo-4-fluoro-1H-indazole 21 (430.0 mg, 100%) as a yellow solid.

References:

Qian, Shan;He, Tao;Wang, Wei;He, Yanying;Zhang, Man;Yang, Lingling;Li, Guobo;Wang, Zhouyu [Bioorganic and Medicinal Chemistry,2016,vol. 24,# 23,p. 6194 - 6205]