6-(4,4,5,5-tetramethyl-1,3,2-Dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine

Base Information

• Chemical Name: 6-(4,4,5,5-tetramethyl-1,3,2-Dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine
• CAS No.: 1160790-18-0
• Molecular Formula: C12H16BN3O2
• Molecular Weight: 245.089
• Mol file: 1160790-18-0.mol

Synonyms:[1,2,4]Triazolo[1,5-a]pyridine-6-boronic acid pinacol ester;6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine;

Chemical Property of 6-(4,4,5,5-tetramethyl-1,3,2-Dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine

Chemical Property:

• Melting Point: 109-114°C
• PKA: 2.71±0.30(Predicted)
• PSA: 48.65000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 1.02850
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-(4,4,5,5-tetramethyl-1,3,2-Dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine

There total 2 articles about 6-(4,4,5,5-tetramethyl-1,3,2-Dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

→ 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo-[1,5-a]pyridine (1160790-18-0)

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In N,N-dimethyl-formamide; at 100 ℃; for 4h; Inert atmosphere;

Reference yield: 47.0%

6-bromo[1,2,4]triazolo[1,5-a]pyridine (356560-80-0) + bis(pinacol)diborane (73183-34-3) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo-[1,5-a]pyridine (1160790-18-0)

Guidance literature:

With bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; potassium acetate; Inert atmosphere;

Reference yield: 92.0%

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo-[1,5-a]pyridine (1160790-18-0) + methyl iodide (74-88-4) → 6-methyl-[1,2,4]triazolo[1,5-a]pyridine (4931-24-2)

Guidance literature:

With C₂₁H₃₀ClNPPd; potassium tert-butylate; In tert-Amyl alcohol; at 65 ℃; for 18h; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.9b00025

upstream raw materials:

6-bromo[1,2,4]triazolo[1,5-a]pyridine

bis(pinacol)diborane

Downstream raw materials:

methyl 5-methoxy-2-((3-methyl-1-(2-methylphenyl)-4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-1H-pyrazol-5-yl)amino)benzoate

6-methyl-[1,2,4]triazolo[1,5-a]pyridine

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