1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

Base Information

• Chemical Name: 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
• CAS No.: 1256359-09-7
• Molecular Formula: C14H19BN2O2
• Molecular Weight: 258.128
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00681954
• Wikidata: Q72491785
• Mol file: 1256359-09-7.mol

Synonyms:1256359-09-7;1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole;1-Methylindazole-6-boronic acid pinacol ester;1-METHYL-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)INDAZOLE;1-methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole;MFCD15071439;1H-Indazole, 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;SCHEMBL15288113;DTXSID00681954;(1-METHYL-1H-INDAZOL-6-YL)BORONIC ACID PINACOL ESTER;AKOS015949445;PB11130;DS-18020;SY034533;CS-0041371;FT-0684651;EN300-212730;A852978;1-Methyl-1H-indazole-6-boronic Acid Pinacol Ester;J-505000;Z2044798920;1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole;4,4,5,5-tetramethyl-2-(1-methyl-1H-indazol-6yl)-1,3,2-dioxaborolane

Chemical Property of 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

Chemical Property:

• PSA: 36.28000
• Density: 1.11
• LogP: 1.87250
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 258.1539580
• Heavy Atom Count: 19
• Complexity: 345

Purity/Quality:

99%, ^*data from raw suppliers

1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole ^*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=CC3=C(C=C2)C=NN3C

Technology Process of 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

There total 2 articles about 1-Methyl-6-(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: 70.0%

6-bromo-1-methyl-1H-indazole (590417-94-0) + bis(pinacol)diborane (73183-34-3) → 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (1256359-09-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; Reflux; Inert atmosphere;

Reference yield:

→ 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (1256359-09-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 6h; Inert atmosphere;

Reference yield: 26.0%

1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (1256359-09-7) + tert-butyl N-[5-(4-acetylpiperazin-1-yl)-3-bromo-2-methylpyrazolo[1,5-a]pyrimidin-7-yl]-N-[3-(methanesulfonyl)phenyl]methyl carbamate → 1-[4-(2-methyl-3-(1-methylindazol-6-yl)-7-{[3-(methylsulfonyl)phenyl]methylamino}-pyrazolo[1,5-a]pyrimidin-5-yl)piperazin-1-yl] ethanone

Guidance literature:

1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole; tert-butyl N-[5-(4-acetylpiperazin-1-yl)-3-bromo-2-methylpyrazolo[1,5-a]pyrimidin-7-yl]-N-[3-(methanesulfonyl)phenyl]methyl carbamate; With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 95 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In 1,4-dioxane; methanol; dichloromethane; for 1.5h;

upstream raw materials:

6-bromo-1-methyl-1H-indazole

bis(pinacol)diborane

Downstream raw materials:

N-(3,4-dimethoxyphenyl)-6-(1-methyl-1H-indazol-6-yl)imidazo[1,2-a]pyrazin-8-amine

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