3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Base Information

• Chemical Name: 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• CAS No.: 857530-80-4
• Molecular Formula: C11H19 B N2 O2
• Molecular Weight: 222.095
• Hs Code.: 29310099
• European Community (EC) Number: 695-017-9
• DSSTox Substance ID: DTXSID80584510
• Wikidata: Q72471725
• Mol file: 857530-80-4.mol

Synonyms:857530-80-4;3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;3,5-Dimethylpyrazole-4-boronic acid pinacol ester;3,5-DIMETHYLPYRAZOLE-4-BORONIC ACID, PINACOL ESTER;3,5-DIMETHYLPYRAZOLE-4-BORONIC ACID,PINACOL ESTER;MFCD05663852;3,5-dimethyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;3,5-Dimethyl-4-pyrazoleboronic acid pinacol ester;SCHEMBL113781;3,5-Dimethylpyrazole-4-boronic acid pinacol ester;3,5-Dimethyl-1H-pyrazole-4-boronic acid, pinacol ester;DTXSID80584510;GNUDAJTUCJEBEI-UHFFFAOYSA-N;(3,5-DIMETHYL-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER;BCP12566;3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole;AKOS015894402;AB21953;CS-W004017;GS-6625;SY025024;EN300-208833;A863446;J-511364;3,5-Dimethylpyrazole-4-boronic acid pinacol ester, 97%;Z1696846954;3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazole;3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1 H-pyrazole;3 pound not5-Dimethyl-4-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)-1H-pyrazole;3,5-Dimethylpyrazole-4-boronic Acid Pinacol Ester

Chemical Property of 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Chemical Property:

• Vapor Pressure: 3.51E-05mmHg at 25°C
• Melting Point: 163-168 °C(lit.)
• Boiling Point: 364.5°C at 760 mmHg
• PKA: 14.48±0.50(Predicted)
• Flash Point: 174.3°C
• PSA: 47.14000
• Density: 1.05g/cm³
• LogP: 1.32570
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 222.1539580
• Heavy Atom Count: 16
• Complexity: 267

Purity/Quality:

98% ^*data from raw suppliers

3,5-Dimethylpyrazole-4-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(NN=C2C)C
• Uses: 3,5-Dimethylpyrazole-4-boronic acid pinacol ester can be used:To synthesize 9H-pyrimido[4,5-b]indole and aryl-benzimidazole based BET bromodomain and extra terminal (BET) protein inhibitors.To prepare naphthalimide based photo-exchangeable photochromic fluorescent molecules.As a reactant to develop DNA-encoded chemical libraries by palladium-catalyzed Suzuki coupling reaction with DNA-linked aryl halides.

Technology Process of 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

There total 1 articles about 3,5-Dimethyl-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: 58.0%

3,5-dimethyl-1H-pyrazole (67-51-6) + bis(pinacol)diborane (73183-34-3) → 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (857530-80-4)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In tetrahydrofuran; at 80 ℃; for 21h; Inert atmosphere; Glovebox;

DOI:10.1021/ja412563e

Reference yield: 98.3%

bromobenzene (108-86-1,52753-63-6) + 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (857530-80-4) → 3,5-dimethyl-4-phenyl-1H-pyrazole (4345-49-7)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; palladium dichloride; In N,N-dimethyl-formamide; at 130 ℃; for 16h; Inert atmosphere;

Reference yield: 94.59%

3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (857530-80-4) + 1-(Bromomethyl)-3-fluorobenzene (456-41-7) → 1-(3-fluorobenzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxa borolan-2-yl)-1H-pyrazole (1450642-70-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

upstream raw materials:

3,5-dimethyl-1H-pyrazole

bis(pinacol)diborane

Downstream raw materials:

C₁₃H₂₃BN₂O₂

1-(4-fluorobenzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

3,5-dimethyl-1-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

tert-butyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate