ChemicalBook CAS DataBase List [1,2,4]Triazolo[1,5-a]pyridin-7-ol

[1,2,4]Triazolo[1,5-a]pyridin-7-ol synthesis

6synthesis methods

Product Name:[1,2,4]Triazolo[1,5-a]pyridin-7-ol
CAS Number:1033810-70-6
Molecular formula:C6H5N3O
Molecular Weight:135.12

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Yield:1033810-70-6 40%

Reaction Conditions:

with lithium hydroxide monohydrate;potassium hydroxide;di-tertbutyl [2’,4’,6’-tris(propan-2-yl)-[1,1‘-biphenyl]-2-yl]phosphane in 1,4-dioxane;

Steps:

s23.1 Step 1: Synthesis of [1,2,4]triazolo[1,5-a]pyridin-7-ol.

To a solution of 7-bromo-[1,2,4]triazolo[1,5-a]pyridine (501.0 mg, 2.53 mmol) in 1,4-dioxane (8.0 mL)/H2O (2.0 mL) was added KOH (625.7 mg, 11.15 mmol), Pd2(dba)3 (263.1 mg, 0.28 mmol) and t-BuXPhos (231.1 mg, 0.54 mmol) at room temperature. The resulting mixture was stirred at 100°C for 4 h. After the reaction was completed, the mixture was cooled to room temperature and then extracted with EtOAc. The pH value of the aqueous layer was adjusted to pH 5 with 1N HCl. The mixture was evaporated in vacuo. The residue was purified by flash column chromatography with CH2Cl2/MeOH (5/1, v/v) to afford [1,2,4]triazolo[1,5-a]pyridin-7-ol (140.0 mg, 40%) as a white solid. LCMS (ESI, m/z): [M+H]+ =136.0.

References:

WO2022/6386,2022,A1 Location in patent:Paragraph 0434-0435