1-(Tetrahydropyran-2-yl)pyrazole-5-boronic acid

Base Information

• Chemical Name: 1-(Tetrahydropyran-2-yl)pyrazole-5-boronic acid
• CAS No.: 1105511-68-9
• Molecular Formula: C8H13 BN2O3
• Molecular Weight: 196.014
• Hs Code.: 2934999090
• Mol file: 1105511-68-9.mol

Synonyms:[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl]boronic acid;1-(Tetrahydropyran-2-yl)pyrazole-5-boronic acid;

Chemical Property of 1-(Tetrahydropyran-2-yl)pyrazole-5-boronic acid

Chemical Property:

• Boiling Point: 426.5±55.0 °C(Predicted)
• PKA: 7.88±0.53(Predicted)
• PSA: 67.51000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: -0.73800
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

1-(Tetrahydropyran-2-yl)pyrazole-5-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(Tetrahydropyran-2-yl)pyrazole-5-boronic acid

There total 2 articles about 1-(Tetrahydropyran-2-yl)pyrazole-5-boronic acid 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: 52.0%

1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (449758-17-2) → [1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl]boronic acid (1105511-68-9)

Guidance literature:

1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 5h;

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → [1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl]boronic acid (1105511-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / 5 h / Reflux

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 5 h / -78 - 20 °C

With n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; hexane;

Reference yield: 81.5%

[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl]boronic acid (1105511-68-9) + 4-bromo-2-chlorobenzonitrile (154607-01-9) → 2-Chloro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile (1297537-35-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In tetrahydrofuran; water; at 40 ℃; for 3h; Time; Inert atmosphere;

upstream raw materials:

1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole

3,4-dihydro-2H-pyran

Downstream raw materials:

4-fluoro-N-{[(+)-(4S)-2-oxo-6-(1H-pyrazol-5-yl)-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}benzamide

4-fluoro-N-{[2-oxo-6-(1H-pyrazol-5-yl)-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}benzamide

2-Chloro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile