4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-Pyrazole

Base Information

• Chemical Name: 4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-Pyrazole
• CAS No.: 1492954-33-2
• Molecular Formula: C15H25BN2O3
• Molecular Weight: 292.18
• Mol file: 1492954-33-2.mol

Synonyms:4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-Pyrazole

Chemical Property of 4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-Pyrazole

Chemical Property:

• Boiling Point: 428.0±45.0 °C(Predicted)
• PKA: 2.58±0.19(Predicted)
• PSA: 45.51000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 2.18980
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

4-Methyl-1-(Tetrahydro-2h-Pyran-2-Yl)-1h-Pyrazole-5-BoronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-Pyrazole

There total 2 articles about 4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-(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:

4-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (1174132-49-0) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1492954-33-2)

Guidance literature:

4-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole; With n-butyllithium; In tetrahydrofuran; at -40 - -20 ℃; for 1h; Inert atmosphere; Large scale;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -40 - -20 ℃; for 0.666667h; Inert atmosphere; Large scale;

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1492954-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / toluene / 80 °C / Large scale

2.1: n-butyllithium / tetrahydrofuran / 1 h / -40 - -20 °C / Inert atmosphere; Large scale

2.2: 0.67 h / -40 - -20 °C / Inert atmosphere; Large scale

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

Reference yield:

4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1492954-33-2) + 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamide → 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(4-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)nicotinamide

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 18h; Inert atmosphere; Sealed tube;

upstream raw materials:

3,4-dihydro-2H-pyran

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

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

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