1-{2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl}-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Base Information

• Chemical Name: 1-{2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl}-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• CAS No.: 956907-34-9
• Molecular Formula: C16H27BN2O4
• Molecular Weight: 322.212
• Hs Code.: 2933199090
• Mol file: 956907-34-9.mol

Synonyms:1-[2-(oxan-2-yloxy)ethyl]-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-{2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl}-1H-pyrazole-4-boronic acid, pinacol ester;(1-(2-((TETRAHYDRO-2H-PYRAN-2-YL)OXY)ETHYL)-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER;1-[2-(Tetrahydropyran-2-yloxy)ethyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyraz;1-{2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl}-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1H-Pyrazole, 1-[2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property of 1-{2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl}-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Chemical Property:

• Boiling Point: 455.1±45.0 °C(Predicted)
• PKA: 1.82±0.10(Predicted)
• PSA: 54.74000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 1.72550

Purity/Quality:

99%, ^*data from raw suppliers

1-[2-(oxan-2-yloxy)ethyl]-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of 1-{2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl}-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

There total 2 articles about 1-{2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl}-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 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: 80.0%

2-(2-bromoethoxy)tetrahydropyran (17739-45-6,59146-56-4) + 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1195-66-0) → 1-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (956907-34-9)

Guidance literature:

2-(2-bromoethoxy)tetrahydropyran; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm300967g

Reference yield: 65.0%

2-(2-bromoethoxy)tetrahydropyran (17739-45-6,59146-56-4) + pyrazole-4-boronic acid pinacol ester (269410-08-4) → 1-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (956907-34-9)

Guidance literature:

pyrazole-4-boronic acid pinacol ester; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

2-(2-bromoethoxy)tetrahydropyran; In N,N-dimethyl-formamide; at 70 ℃; for 18h;

Reference yield: 55.0%

6-bromo-1H-indazole (79762-54-2) + 1-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (956907-34-9) → 6-[1-(2-tetrahydro-2H-pyran-2-yloxyethyl)-1H-pyrazol-4-yl]-1H-indazole (1448429-60-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.04.004

upstream raw materials:

2-(2-bromoethoxy)tetrahydropyran

pyrazole-4-boronic acid pinacol ester

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

2-(4-{3-[(S)-1-(2,6-dichloro-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]-pyridin-5-yl}pyrazol-1-yl)ethanol

2-(2-fluoro-phenyl)-4-(5-{1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-pyrazol-4-yl}-pyridin-3-yl)-[1,8]naphthyridine

2-(4-{5-[2-(2-fluoro-phenyl)-[1,8]naphthyridin-4-yl]-pyridin-3-yl}-pyrazol-1-yl)-ethanol

2-[2-(2-fluoro-phenyl)-pyridin-4-yl]-6-{1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-pyrazol-4-yl}-pyrazine

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