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

Base Information

• Chemical Name: 1-Ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• CAS No.: 847818-70-6
• Molecular Formula: C11H19BN2O2
• Molecular Weight: 222.095
• Hs Code.: 2934999090
• European Community (EC) Number: 623-041-1
• DSSTox Substance ID: DTXSID80464045
• Nikkaji Number: J2.138.996J
• Wikidata: Q82289223
• Mol file: 847818-70-6.mol

Synonyms:847818-70-6;1-Ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-Ethyl-1H-pyrazole-4-boronic acid, pinacol ester;1-Ethyl-1H-pyrazole-4-boronic acid pinacol ester;1-Ethylpyrazole-4-boronic acid pinacol ester;1-ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole;MFCD09864188;1-ethyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1H-PYRAZOLE, 1-ETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-;SCHEMBL790905;DTXSID80464045;(1-ETHYL-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER;1-ethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole;AKOS015902629;CS-W003669;DS-2404;PB10736;AM804394;SY006426;E1348;FT-0690023;FT-0690184;1-ethyl-pyrazole-4-boronic acid pinacol ester;A22836;EN300-131296;J-504592;1-Ethyl-1H-pyrazole-4-boronic acid pinacol ester, 97%;F2147-6884;Z1336745110;1H-Pyrazole,1-ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;1-Ethyl-4-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)-1H-pyrazole

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

Chemical Property:

• Vapor Pressure: 0.000522mmHg at 25°C
• Melting Point: 44-49°C
• Refractive Index: 1.503
• Boiling Point: 322.6 °C at 760 mmHg
• PKA: 2.11±0.10(Predicted)
• Flash Point: 148.9 °C
• PSA: 36.28000
• Density: 1.04 g/cm³
• LogP: 1.20220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 222.1539580
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Ethyl-1H-pyrazole-4-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

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

There total 9 articles about 1-Ethyl-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: 100.0%

3-{4-[6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl)-quinolin-3-yl]-pyrazol-1-yl}-azetidine-1-carboxylic acid tert-butyl ester (1022151-21-8) → 1-ethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (847818-70-6)

Guidance literature:

3-{4-[6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl)-quinolin-3-yl]-pyrazol-1-yl}-azetidine-1-carboxylic acid tert-butyl ester; With trifluoroacetic acid; In dichloromethane; for 2h;

With MP-carbonate; In methanol;

Reference yield: 88.0%

bis(pinacol)diborane (73183-34-3) + 4-bromo-1-ethyl-1H-pyrazole (71229-85-1) → 1-ethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (847818-70-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 12h; Inert atmosphere; Sealed tube;

Reference yield: 78.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + (1-ethyl-1H-pyrazol-4-yl)boronic acid (847818-56-8) → 1-ethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (847818-70-6)

Guidance literature:

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

DOI:10.1002/jhet.5570410612

upstream raw materials:

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

(1-ethyl-1H-pyrazol-4-yl)boronic acid

bis(pinacol)diborane

4-bromo-1-ethyl-1H-pyrazole

Refernces

• 1、 -. "METHODS OF USING SUBSTITUTED PYRAZOLE AND PYRAZOLE COMPOUNDS AND FOR TREATMENT OF HYPERPROLIFERATIVE DISEASES". Paragraph 425; 426. . Retrieved 2018/06/21.
• 2、 -. "PYRAZOLOPYRIMIDINE DERIVATIVES". Page/Page column 115; 116. . Retrieved 2017/11/10.