2-Methylbenzo[d]oxazol-6-ylboronic acid pinacol ester

Base Information

• Chemical Name: 2-Methylbenzo[d]oxazol-6-ylboronic acid pinacol ester
• CAS No.: 1408089-23-5
• Molecular Formula: C14H20BNO4
• Molecular Weight: 259.113
• Hs Code.: 2934999090
• Mol file: 1408089-23-5.mol

Synonyms:2-Methylbenzo[d]oxazol-6-ylboronic acid pinacol ester;2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole

Chemical Property of 2-Methylbenzo[d]oxazol-6-ylboronic acid pinacol ester

Chemical Property:

• PSA: 44.49000
• LogP: 2.43540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Methyl-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1,3-Benzoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methylbenzo[d]oxazol-6-ylboronic acid pinacol ester

There total 5 articles about 2-Methylbenzo[d]oxazol-6-ylboronic acid pinacol ester 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: 100.0%

6-bromo-2- methylbenzo[d]oxazole (151230-42-1) + bis(pinacol)diborane (73183-34-3) → 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (1408089-23-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 85 ℃; for 15h; Inert atmosphere;

Reference yield: 88.0%

→ 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (1408089-23-5)

Guidance literature:

Reference yield: 68.0%

(E)-1-(2-methylbenzo[d]oxazol-6-yl)butan-1-one O-perfluorobenzoyl oxime + bis(pinacol)diborane (73183-34-3) → 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (1408089-23-5)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; potassium carbonate; 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)pyridine; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; tris<3,5-bis(trifluoromethyl)phenyl>phosphane; palladium dichloride; In 1,2-dichloro-ethane; at 120 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.202006740

upstream raw materials:

6-bromo-2- methylbenzo[d]oxazole

bis(pinacol)diborane

Downstream raw materials:

4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N-methylbenzamide

(4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxyphenyl)-(morpholino)methanone

4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidine-2-yl)amino)-3-methoxy-N-(oxetan-3-yl)benzamide

4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(2-hydroxyethyl)-3-methoxybenzamide

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