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

Base Information

• Chemical Name: 1,3,5-Trimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• CAS No.: 844891-04-9
• Molecular Formula: C12H21BN2O2
• Molecular Weight: 236.122
• Hs Code.: 2934999090
• European Community (EC) Number: 677-047-4
• DSSTox Substance ID: DTXSID20383620
• Nikkaji Number: J2.139.003H
• Wikidata: Q72514368
• Mol file: 844891-04-9.mol

Synonyms:844891-04-9;1,3,5-Trimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1,3,5-Trimethyl-1H-pyrazole-4-boronic acid pinacol ester;1,3,5-trimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole;1,3,5-Trimethylpyrazole-4-boronic Acid Pinacol Ester;MFCD06659062;1,3,5-trimethyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1,3,5-Trimethyl-1H-pyrazole-4-boronic acid, pinacol ester;SCHEMBL252454;DTXSID20383620;IZNGYNMIIVJWSO-UHFFFAOYSA-N;BCP31140;(1,3,5-TRIMETHYL-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER;AKOS004910745;AB25916;CS-W000979;GS-5851;SY025099;AM20110210;BB 0262807;FT-0690851;T3409;EN300-212576;J-503850;1,3,5-trimethyl-1H-pyrazole-4-boronic pinacol ester;Z1336745217;1,3,5-trimethyl-1-H-pyrazole-4-boronic acid pinacol ester;1,3,5-Trimethyl-1H-pyrazole-4-boronic acid pinacol ester, 97%;2-(1,3,5-Trimethyl-4-pyrazolyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;1,3,5-Trimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole;1,3,5-trimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazole;1H-Pyrazole,1,3,5-trimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;2-(1,3,5-Trimethyl-1H-pyrazole-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(1,3,5-TRIMETHYLPYRAZOL-4-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3,5-trimethyl-pyrazole;4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,5-trimethyl-1H-pyrazole

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

Chemical Property:

• Vapor Pressure: 0.000229mmHg at 25°C
• Melting Point: 91-93 °C
• Refractive Index: 1.503
• Boiling Point: 335.7 °C at 760 mmHg
• PKA: 3.13±0.10(Predicted)
• Flash Point: 156.8 °C
• PSA: 36.28000
• Density: 1.04 g/cm³
• LogP: 1.33610
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 236.1696081
• Heavy Atom Count: 17
• Complexity: 293

Purity/Quality:

97% ^*data from raw suppliers

1,3,5-Trimethyl-1H-pyrazole-4-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(N(N=C2C)C)C

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

There total 1 articles about 1,3,5-Trimethyl-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: 67.0%

4-bromo-1,3,5-trimethylpyrazole (15801-69-1) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → 1,3,5-trimethyl-4-dimethylphenylsilylpyrazole (387353-95-9) + 1,3,5-trimethylpyrazole-4-boronic acid pinacol ester (844891-04-9)

Guidance literature:

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; With potassium methanolate; In 1,2-dimethoxyethane; at 30 ℃; for 0.166667h;

4-bromo-1,3,5-trimethylpyrazole; In 1,2-dimethoxyethane; at 30 ℃; for 1h; Overall yield = 82 %;

DOI:10.1039/c5sc00384a

Reference yield: 85.0%

7-bromo-6-chloro-3-(3-(4-chloro-3,5-dimethylphenoxy)propyl)-2-methyl-1H-indole + 1,3,5-trimethylpyrazole-4-boronic acid pinacol ester (844891-04-9) → 6-chloro-3-(3-(4-chloro-3,5-dimethylphenoxy)propyl)-2-methyl-7-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1H-indole

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 150 ℃; for 0.333333h; Microwave irradiation;

Reference yield: 83.0%

(6S)-6-[benzyl(tert-butyloxycarbonyl)amino]-5,6,7,8-tetrahydronaphthalen-1-yl trifluoromethanesulfonate (1088583-51-0) + 1,3,5-trimethylpyrazole-4-boronic acid pinacol ester (844891-04-9) → N-benzyl-N-tert-butyloxycarbonyl-N-[(2S)-5-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydronaphthalen-2-yl]amine (1088583-53-2)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; for 2h; Heating / reflux;

upstream raw materials:

4-bromo-1,3,5-trimethylpyrazole

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

Downstream raw materials:

dimethyl-{2-[3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-phenyl]-ethyl}-amine

(2S)-benzyl-methyl-[5-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-amine

(2S)-benzyl-[5-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-amine

N-benzyl-N-tert-butyloxycarbonyl-N-[(2S)-5-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydronaphthalen-2-yl]amine