1-Methyl-1H-pyrazole-4-boronic acid

Base Information

• Chemical Name: 1-Methyl-1H-pyrazole-4-boronic acid
• CAS No.: 847818-55-7
• Molecular Formula: C4H7BN2O2
• Molecular Weight: 125.923
• Hs Code.: 29339900
• European Community (EC) Number: 690-821-6
• DSSTox Substance ID: DTXSID70460410
• Nikkaji Number: J2.855.154A
• Wikidata: Q72496277
• Mol file: 847818-55-7.mol

Synonyms:847818-55-7;1-Methyl-1H-pyrazole-4-boronic acid;(1-Methyl-1H-pyrazol-4-yl)boronic acid;1-Methylpyrazole-4-boronic acid;1-methyl-1H-pyrazol-4-ylboronic acid;(1-methylpyrazol-4-yl)boronic Acid;MFCD09414709;Boronic acid, (1-methyl-1H-pyrazol-4-yl)-;(1-METHYL-1H-PYRAZOL-4-YL)BORANEDIOL;SCHEMBL152391;BORONIC ACID, B-(1-METHYL-1H-PYRAZOL-4-YL)-;N-methylpyrazole-4-boronic acid;1-Methyl-4-pyrazoleboronic Acid;1-methyl-pyrazol-4-boronic acid;1-methyl-4-pyrazolylboronic acid;DTXSID70460410;N-methyl-pyrazole-4-boronic acid;1-methyl-pyrazole-4-boronic acid;RYGOBSYXIIUFOR-UHFFFAOYSA-N;1-Methyl-4-1H-pyrazoleboronic acid;1-methyl-pyrazol-4-yl-boronic acid;RB2072;AKOS009317705;1-methyl-1 h-pyrazole-4-boronic acid;AB50582;AC-6995;AM62731;CS-W004683;GS-5853;(1-Methyl-1H-pyrazol-4-yl)boronicacid;SY012288;FT-0650061;EN300-103266;1-methyl-1H-pyrazole-4-boronic acid, AldrichCPR;J-500227;4-(3-trifluoromethyl-phenoxy)-piperidinehydrochloride;F0001-2141;Z381541092

Chemical Property of 1-Methyl-1H-pyrazole-4-boronic acid

Chemical Property:

• Vapor Pressure: 0.000111mmHg at 25°C
• Refractive Index: 1.533
• Boiling Point: 323 °C at 760 mmHg
• PKA: 7.77±0.10(Predicted)
• Flash Point: 149.1 °C
• PSA: 58.28000
• Density: 1.23 g/cm³
• LogP: -1.90010
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 126.0600576
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

1-Methyl-4-pyrazoleboronicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CN(N=C1)C)(O)O
• Uses: 1-Methyl-1H-pyrazole-4-boronic acid is used in the synthesis of c-Met kinase inhibitor. 1-Methyl-4-pyrazoleboronic Acid is used in the synthesis of c-Met kinase inhibitor.

Technology Process of 1-Methyl-1H-pyrazole-4-boronic acid

There total 5 articles about 1-Methyl-1H-pyrazole-4-boronic acid 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: 38.0%

4-bromo-1-methyl-1H-pyrazole (15803-02-8) → (1-methyl-1H-pyrazol-4-yl)boronic acid (847818-55-7)

Guidance literature:

4-bromo-1-methyl-1H-pyrazole; With n-butyllithium; In tetrahydrofuran; hexane; at -90 ℃; for 1h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -70 ℃; for 0.5h;

With ammonium chloride; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

DOI:10.1002/jhet.5570410612

Reference yield:

4-bromo-1-methyl-1H-pyrazole (15803-02-8) → (1-methyl-1H-pyrazol-4-yl)boronic acid (847818-55-7)

Guidance literature:

4-bromo-1-methyl-1H-pyrazole; With n-butyllithium; In tetrahydrofuran; at -80 - -70 ℃; Inert atmosphere; Large scale;

trialkyloxy borate; In tetrahydrofuran; at -80 - 70 ℃; for 2h; Inert atmosphere; Large scale;

With ammonium chloride; In tetrahydrofuran; at -90 ℃; Reagent/catalyst; Concentration; Inert atmosphere; Large scale;

Reference yield:

4-bromo-1-methyl-1H-pyrazole (15803-02-8) + bis(pinacol)diborane (73183-34-3) → (1-methyl-1H-pyrazol-4-yl)boronic acid (847818-55-7)

Guidance literature:

With tetrakis(triphenylphosphine)platinum; sodium acetate; In 1,4-dioxane; Reflux;

upstream raw materials:

4-bromo-1-methyl-1H-pyrazole

1-methyl-1H-pyrazole

C₁₀H₁₉BN₂O₂

bis(pinacol)diborane

Downstream raw materials:

C₂₇H₂₆FN₃O₄S

C₂₂H₁₇F₂N₃O₂S

V⁽⁶⁵¹⁾U₀₃₂₃

6-(1-methyl-1H-pyrazol-4-yl)-N-(4-(trifluoromethoxy)phenyl)pyrimidin-4-amine

Refernces

• 1、 -. "Azaindole derivative myelocyte proliferation inhibitor, preparation method thereof, and application of inhibitor in pharmacy". Paragraph 0154-0155; 0157. . Retrieved 2021/08/07.
• 2、 Molander, Gary A.,Cavalcanti, Livia N.,Garcia-Garcia, Carolina. "Nickel-catalyzed borylation of halides and pseudohalides with tetrahydroxydiboron [B2(OH)4]". . p. 6427 - 6439. Retrieved 2013/07/26.