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ChemicalBook CAS DataBase List 5-Bromo-1-methyl-1H-Indazol-3-amine
1000018-06-3

5-Bromo-1-methyl-1H-Indazol-3-amine synthesis

2synthesis methods
-

Yield:1000018-06-3 48.66%

Reaction Conditions:

with potassium carbonate in ethanol at 5 - 80;Inert atmosphere;

Steps:

1 Step 1.

To a stirred solution of methyl hydrazine; sulfuric acid (7.21 g, 49.998 mmol, 5 equiv) and K2CO3(11.06 g, 79.996 mmol, 8 equiv) in EtOH (60.00 mL) was added methyl hydrazine; sulfuric acid (7.21 g, 49.998 mmol, 5 equiv) at 5 °C under nitrogen atmosphere. The resulting mixture was stirred for overnight at 80 °C under nitrogen atmosphere. The mixture was allowed to cool down to room temperature. The resulting mixture was concentrated under reduced pressure. The residue was dissolved in EtOAc (100 mL). The resulting mixture was washed with 3x20 mL of water. The resulting organic layer was dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with PE/EtOAc (2:3) to afford 5-bromo-1- methylindazol-3-amine (1.1 g, 48.66%) as a yellow solid. LCMS: [M+1]+=226.

References:

WO2021/127166,2021,A1 Location in patent:Paragraph 00270-00271