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

Base Information

• Chemical Name: 1,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1H-pyrazole
• CAS No.: 847818-79-5
• Molecular Formula: C11H19BN2O2
• Molecular Weight: 222.095
• Hs Code.: 2934999090
• European Community (EC) Number: 640-535-2
• DSSTox Substance ID: DTXSID70406717
• Nikkaji Number: J2.139.010K
• Wikidata: Q82211809
• Mol file: 847818-79-5.mol

Synonyms:847818-79-5;1,3-DIMETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE;1,3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole;1,3-DIMETHYLPYRAZOLE-5-BORONIC ACID PINACOL ESTER;MFCD05664574;1,3-dimethyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;SCHEMBL1139513;DTXSID70406717;(1,3-DIMETHYL-1H-PYRAZOL-5-YL)BORONIC ACID PINACOL ESTER;AMY32796;AKOS004911275;CS-W006090;PB15804;AS-18567;BL006101;SY023488;FT-0684862;EN300-212680;A840918;J-503927;Z2044822508;1H-PYRAZOLE, 1,3-DIMETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-

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

Chemical Property:

• Vapor Pressure: 0.000403mmHg at 25°C
• Boiling Point: 326.7oC at 760 mmHg
• PKA: 2.41±0.10(Predicted)
• Flash Point: 151.4oC
• PSA: 36.28000
• Density: 1.04g/cm3
• LogP: 1.02770
• Storage Temp.: Refrigerated.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 222.1539580
• Heavy Atom Count: 16
• Complexity: 267

Purity/Quality:

97% ^*data from raw suppliers

1,3-Dimethylpyrazole-5-boronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=NN2C)C

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

There total 2 articles about 1,3-Dimethyl-5-(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: 80.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + (1,3-dimethyl-1H-pyrazol-5-yl)boronic acid (847818-68-2) → 1,3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (847818-79-5)

Guidance literature:

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

DOI:10.1002/jhet.5570410612

Reference yield:

1,3-dimethyl-1H-pyrazole (694-48-4) + bis(pinacol)diborane (73183-34-3) → 1,3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (847818-79-5)

Guidance literature:

bis(pinacol)diborane; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; Inert atmosphere; Glovebox;

1,3-dimethyl-1H-pyrazole; In tetrahydrofuran; at 100 ℃; for 15h; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201916015

Reference yield: 63.6%

(S)-(3-((2-chloro-5-fluoropyrimidin-4-yl)oxy)azetidin-1-yl)-(5-(3,5-difluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone + 1,3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (847818-79-5) → (S)-(5-(3,5-difluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(3-((2-(1,3-dimethyl-1H-pyrazol-5-yl)-5-fluoropyrimidin-4-yl)oxy)azetidin-1-yl)methanone

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; XPhos; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

upstream raw materials:

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

(1,3-dimethyl-1H-pyrazol-5-yl)boronic acid

1,3-dimethyl-1H-pyrazole

bis(pinacol)diborane