1-Methyl-1H-pyrazole-5-boronic acid pinacol ester

Base Information

• Chemical Name: 1-Methyl-1H-pyrazole-5-boronic acid pinacol ester
• CAS No.: 847818-74-0
• Molecular Formula: C10H17BN2O2
• Molecular Weight: 208.068
• Hs Code.: 29349990
• European Community (EC) Number: 628-091-8
• ChEMBL ID: CHEMBL3236900
• DSSTox Substance ID: DTXSID80406728
• Nikkaji Number: J2.139.005D
• Wikidata: Q72496291
• Mol file: 847818-74-0.mol

Synonyms:847818-74-0;1-Methyl-1H-pyrazole-5-boronic acid pinacol ester;1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole;MFCD05861380;1-Methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole;1H-PYRAZOLE, 1-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-;1-METHYLPYRAZOLE-5-BORONIC ACID PINACOL ESTER;1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1H-PYRAZOLE,1-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-;1-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL;SCHEMBL332693;1-Methyl-1H-pyrazole-5-boronic acid, pinacol ester;CHEMBL3236900;DTXSID80406728;HLXOVAMYQUFLPE-UHFFFAOYSA-N;BCP14540;CS-M2919;4,4,5,5-tetramethyl-2-(1-methylpyrazol-5-yl)-1,3,2-dioxaborolane;TD8153;AKOS000302127;HN-0017;PB29351;AC-25463;SY017147;AM20110216;BB 0222329;FT-0649276;M2681;EN300-152536;1-methyl-1-H-pyrazole-5-boronic acid pinacol ester;1-methyl-1H-pyrazole-5-boronic acid pinacol ester;J-504897;1-Methyl-1H-pyrazole-5-boronic acid pinacol ester, 97%;Z1336745146;(1-METHYL-1H-PYRAZOL-5-YL)BORONIC ACID PINACOL ESTER;1-METHYL-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROL;1-methyl-5-(4,4,5,5-tetrarnethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;2-(1-METHYL-1H-PYRAZOL-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;2-METHYL-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2H-PYRAZOLE

Chemical Property of 1-Methyl-1H-pyrazole-5-boronic acid pinacol ester

Chemical Property:

• Vapor Pressure: 0.00125mmHg at 25°C
• Melting Point: 58-61 °C
• Refractive Index: 1.505
• Boiling Point: 355 °C at 760 mmHg
• PKA: 1.94±0.10(Predicted)
• Flash Point: 168.5 °C
• PSA: 36.28000
• Density: 1.06 g/cm³
• LogP: 0.71930
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 208.1383080
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

98% ^*data from raw suppliers

1-Methyl-1H-pyrazole-5-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=NN2C
• Uses: 1-Methyl-1H-pyrazole-5-boronic acid pinacol ester is used as a pharmaceutical intermediate, agrochemical intermediate.

Technology Process of 1-Methyl-1H-pyrazole-5-boronic acid pinacol ester

There total 7 articles about 1-Methyl-1H-pyrazole-5-boronic acid pinacol ester 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: 90.0%

1-methyl-1H-pyrazole (930-36-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (847818-74-0)

Guidance literature:

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With C₂₆H₅₀CoN₄O₂; at 20 ℃; for 0.0833333h; Inert atmosphere; Glovebox;

1-methyl-1H-pyrazole; at 80 ℃; for 48h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.organomet.8b00144

Reference yield: 84.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + (1-methyl-1H-pyrazol-5-yl)boronic acid (720702-41-0) → 1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (847818-74-0)

Guidance literature:

With 4 A molecular sieve; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/jhet.5570410612

Reference yield: 77.0%

1-methyl-1H-pyrazole (930-36-9) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (847818-74-0)

Guidance literature:

1-methyl-1H-pyrazole; With n-butyllithium; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -78 - 0 ℃; for 1.25h;

With ammonium chloride; In tetrahydrofuran;

upstream raw materials:

2,3-dimethyl-2,3-butane diol

(1-methyl-1H-pyrazol-5-yl)boronic acid

Triisopropyl borate

1-methyl-1H-pyrazole

Downstream raw materials:

1,1-dimethylethyl [2-({[5-(1-methyl-1H-pyrazol-5-yl)-3-thienyl]carbonyl}amino)-2-phenylethyl]carbamate

N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-(1-methyl-1H-pyrazol-5-yl)-3-furancarboxamide

5-(2-methyl-2H-pyrazol-3-yl)-thiophene-3-carboxylic acid

1-{4-[2-(1-methyl-1H-pyrazol-4-yl)-6,7-dihydro-5H-cyclopentapyrimidin-4-ylamino]-phenyl}-cyclobutanecarboxylic acid methyl ester