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5-Bromo-3-hydroxy (1H)indazole

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5-Bromo-3-hydroxy (1H)indazole manufacturers

5-Bromo-3-hydroxy (1H)indazole Basic information
Product Name:5-Bromo-3-hydroxy (1H)indazole
Synonyms:3H-Indazol-3-one, 5-broMo-1,2-dihydro-;5-BROMO-1,2-DIHYDRO-INDAZOL-3-ONE;5-BROMO-3-HYDROXYINDAZOLE;5-Bromo-1H-indazol-3-ol;5-Bromoindazol-3(2H)-one;5-broMo-1,2-dihydro-3H-Indazol-3-one;5-Bromo-3-hydroxy (1H)indazole
CAS:7364-27-4
MF:C7H5BrN2O
MW:213.03
EINECS:
Product Categories:
Mol File:7364-27-4.mol
5-Bromo-3-hydroxy (1H)indazole Structure
5-Bromo-3-hydroxy (1H)indazole Chemical Properties
Boiling point 268.4±19.0 °C(Predicted)
density 1.728±0.06 g/cm3(Predicted)
storage temp. 2-8°C
form solid
pka11.02±0.20(Predicted)
AppearanceLight brown to brown Solid
Safety Information
HS Code 2933998090
MSDS Information
5-Bromo-3-hydroxy (1H)indazole Usage And Synthesis
Chemical PropertiesWhite to yellow to gray to brown Solid
Uses 5-BROMO-3-HYDROXY (1H)INDAZOLE is a potential pharmaceutical intermediate, commonly used in the preparation of various drugs and biologically active compounds.
Synthesis
Methyl 5-broMo-2-fluorobenzoate

57381-59-6

5-BROMO-3-HYDROXY (1H)INDAZOLE

7364-27-4

Part B: Methyl 5-bromo-2-fluorobenzoate (1.02 g, 4.2 mmol) was dissolved in 8 mL of ethanol and hydrazine monohydrate (4.0 mL, 80 mmol) was added. The reaction mixture was placed in a Biotage microwave reactor and stirred at 100 °C for 30 min. The reaction was found to be incomplete by LCMS, so the mixture was concentrated and fresh ethanol (6 mL) and hydrazine monohydrate (6 mL) were added. The reaction mixture was again placed in a microwave reactor and stirred at 100 °C for 30 min. Upon completion of the reaction, the mixture was concentrated to dryness to afford the target product 5-bromo-1H-indazol-3-ol (801 mg, 89% yield). HPLC-MS analysis results: t R = 1.21 min (UV 254 nm); mass calculated value C7H5BrN2O 212.0/214.0, measured value LCMS m/z 213.1/215.1 (M + H ).

References[1] Patent: WO2010/54279, 2010, A1. Location in patent: Page/Page column 109-110
[2] Patent: WO2017/46318, 2017, A1. Location in patent: Page/Page column 54; 55
[3] Patent: WO2015/150565, 2015, A1. Location in patent: Page/Page column 75; 76
5-Bromo-3-hydroxy (1H)indazole Preparation Products And Raw materials
Raw materialsMethyl 5-broMo-2-fluorobenzoate-->Ethanol-->Hydrazine hydrate
Tag:5-Bromo-3-hydroxy (1H)indazole(7364-27-4) Related Product Information
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