tert-Butyl 3-(4-bromo-1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 3-(4-bromo-1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate
• CAS No.: 1401304-41-3
• Molecular Formula: C₁₄H₂₂BrN₃O₂
• Molecular Weight: 344.252
• Hs Code.: 2933992000
• Mol file: 1401304-41-3.mol

Synonyms:1-Piperidinecarboxylic acid, 3-(4-bromo-1-methyl-1H-pyrazol-5-yl)-, 1,1-dimethylethyl ester

Chemical Property of tert-Butyl 3-(4-bromo-1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 411.3±45.0 °C(Predicted)
• PKA: 0.52±0.10(Predicted)
• PSA: 47.36000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: 3.23500

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl3-(4-bromo-1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 3-(4-bromo-1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate

There total 4 articles about tert-Butyl 3-(4-bromo-1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate 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: 75.0%

tert-butyl 3-(1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate (1401304-40-2) → tert-butyl 3-(4-bromo-1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate (1401304-41-3)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; for 2h;

Reference yield:

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl 3-(4-bromo-1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate (1401304-41-3)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium diisopropyl amide / tetrahydrofuran / 18 h / -78 - 20 °C

2: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 18 h / 80 °C

3: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 760.05 Torr

4: N-Bromosuccinimide / tetrahydrofuran / 2 h

With N-Bromosuccinimide; hydrogen; sodium carbonate; lithium diisopropyl amide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol;

Reference yield:

5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (149108-74-7) → tert-butyl 3-(4-bromo-1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate (1401304-41-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 18 h / 80 °C

2: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 760.05 Torr

3: N-Bromosuccinimide / tetrahydrofuran / 2 h

With N-Bromosuccinimide; hydrogen; sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol;

upstream raw materials:

3-oxo-piperidine-1-carboxylic acid tert-butyl ester

5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

tert-butyl 5-(1-methyl-1H-pyrazol-5-yl)-3,4-dihydropyridine-1(2H)-carboxylate

tert-butyl 3-(1-methyl-1H-pyrazol-5-yl)piperidine-1-carboxylate

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