5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

Base Information

• Chemical Name: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
• CAS No.: 862723-42-0
• Molecular Formula: C13H17BN2O2
• Molecular Weight: 244.101
• Hs Code.: 2933990090
• European Community (EC) Number: 626-174-3
• DSSTox Substance ID: DTXSID50590527
• Nikkaji Number: J2.844.888K
• Wikidata: Q72482765
• Mol file: 862723-42-0.mol

Synonyms:862723-42-0;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole;Indazole-5-boronic acid pinacol ester;1H-Indazole-5-boronic acid pinacol ester;5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole;1H-INDAZOLE, 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-;MFCD07367523;5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2h-indazole;1423792-82-8;SCHEMBL10475;(1H-INDAZOL-5-YL)BORONIC ACID PINACOL ESTER;DTXSID50590527;SAGPUUKLGWNGOS-UHFFFAOYSA-N;5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole;CS-B0852;5-indazoleboronic acid pinacol ester;FD6037;AKOS005255782;PB27756;DS-13171;SY023725;DB-154577;AM20041259;A22828;EN300-221440;1H-Indazole-5-boronic acid pinacol ester, 95%;J-516202;1H-Indazole-5-boronic Acid Pinacol Ester

Chemical Property of 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.564
• Boiling Point: 404.123 °C at 760 mmHg
• PKA: 14.01±0.40(Predicted)
• Flash Point: 198.207 °C
• PSA: 47.14000
• Density: 1.154 g/cm³
• LogP: 1.86210
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 244.1383080
• Heavy Atom Count: 18
• Complexity: 319

Purity/Quality:

98% ^*data from raw suppliers

Indazole-5-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)NN=C3

Technology Process of 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

There total 3 articles about 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole 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%

5-bromo-1H-indazole (53857-57-1) + bis(pinacol)diborane (73183-34-3) → 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (862723-42-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

Reference yield: 72.0%

5-bromo-2H-indazole (465529-55-9,53857-57-1) + bis(pinacol)diborane (73183-34-3) → 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole (1423792-82-8,862723-42-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 130 ℃; for 12h; Inert atmosphere;

Reference yield:

→ 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (862723-42-0)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; Inert atmosphere;

upstream raw materials:

5-bromo-1H-indazole

bis(pinacol)diborane

5-bromo-2H-indazole

Downstream raw materials:

4-(1H-indazol-5-yl)-N-(3-methoxybenzyl)benzamide

propane-1-sulfonic acid {2,4-difluoro-3-[5-(1H-indazol-5-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-phenyl}-amide

N-{2,4-difluoro-3-[5-(1H-indazol-5-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-phenyl}-2,5-difluoro-benzenesulfonamide

5-[4-(4-{[1-(cyclopropylcarbonyl)-3-azetidinyl]methyl}-4H-1,2,4-triazol-3-yl)phenyl]-1H-indazole