1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester

Base Information

• Chemical Name: 1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester
• CAS No.: 1092563-68-2
• Molecular Formula: C₂₀H₃₄BN₃O₄
• Molecular Weight: 391.319
• Mol file: 1092563-68-2.mol

Synonyms:1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester

Chemical Property of 1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester

Chemical Property:

• PSA: 65.82000
• LogP: 3.00060
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99%, ^*data from raw suppliers

1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester

There total 6 articles about 1-(1-Boc-4-piperidyl)-3-methylpyrazole-4-boronic Acid Pinacol Ester 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: 30.5%

tert-butyl 4-(4-bromo-5-methyl-1H-pyrazol-1-yl)piperidine-1-carboxylate (1076223-99-8) + tert-butyl 4-(4-bromo-3-methyl-1H-pyrazol-1-yl)piperidine-1-carboxylate (1092500-89-4) + bis(pinacol)diborane (73183-34-3) → tert-butyl 4-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate (1092563-68-2)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dimethyl sulfoxide; at 80 ℃; for 4h;

Reference yield:

tert-butyl 4-(4-bromo-3-methyl-1H-pyrazol-1-yl)piperidine-1-carboxylate (1092500-89-4) + bis(pinacol)diborane (73183-34-3) → tert-butyl 4-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate (1092563-68-2)

Guidance literature:

With potassium acetate; PdCl₂[dppf]; In dimethyl sulfoxide; ethyl acetate; Petroleum ether;

Reference yield:

4-bromo-3-methyl-1H-pyrazole (13808-64-5) + bis(pinacol)diborane (73183-34-3) + 1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate (141699-59-4) → tert-butyl 4-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate (1092563-68-2) + 4-[5-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (1092563-67-1)

Guidance literature:

4-bromo-3-methyl-1H-pyrazole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h;

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate; In N,N-dimethyl-formamide; mineral oil; at 90 ℃; for 4h;

bis(pinacol)diborane; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere;

upstream raw materials:

tert-butyl 4-(4-bromo-5-methyl-1H-pyrazol-1-yl)piperidine-1-carboxylate

tert-butyl 4-(4-bromo-3-methyl-1H-pyrazol-1-yl)piperidine-1-carboxylate

bis(pinacol)diborane

t-butyl 4-hydroxy piperidine-1-carboxylate

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