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ChemicalBook CAS DataBase List 2-(5-Amino-1H-indazol-1-yl)ethanol
885270-96-2

2-(5-Amino-1H-indazol-1-yl)ethanol synthesis

2synthesis methods
-

Yield:885270-96-2 90.94%

Reaction Conditions:

with iron(0);ammonia hydrochloride in ethanol;lithium hydroxide monohydrate at 100; for 3 h;Inert atmosphere;

Steps:

S153.b Step b)

To a solution of 2- (5-nitroindazol-1-yl) ethanol (0.9 g, 4.34 mmol) , iron (1.94 g, 34.75 mmol) and NH4Cl (116.18 mg, 2.17 mmol) in EtOH (20 mL) and H2O (4 mL) was degassed and purged with N23 times, and then the mixture was stirred at 100 for 3 h under a N2atmosphere. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (12 gSilica Flash Column, eluent of 03%DCM: methanol 30 mL/min) . The compound 2- (5-aminoindazol-1-yl) ethanol (700 mg, 3.95 mmol, 90.94%yield, 100%purity) was obtained as a light yellow solid.1H NMR (400 MHz, CDCl3) δ ppm 3.56 (br s, 2 H) , 4.07 -4.14 (m, 2 H) , 4.40 -4.46 (m, 2 H) , 6.91 (dd, J=8.78, 2.01 Hz, 1 H) , 6.96 (d, J=1.76 Hz, 1 H) , 7.29 (s, 1 H) , 7.83 (s, 1 H) . LC-MS: (ES) m/z 178.1 (M+H+) .

References:

WO2022/28586,2022,A1 Location in patent:Paragraph 0385; 0386

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