tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-1-carboxylate
• CAS No.: 1346808-98-7
• Molecular Formula: C₂₀H₃₂BN₃O₄
• Molecular Weight: 389.303
• Mol file: 1346808-98-7.mol

Synonyms:tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-1-carboxylate

Chemical Property of tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-1-carboxylate

Chemical Property:

• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-1-carboxylate 95+% ^*data from reagent suppliers

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Technology Process of tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-1-carboxylate

There total 3 articles about tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-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: 17.0%

→ tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-1-carboxylate (1346808-98-7)

Guidance literature:

Reference yield:

4-(5-bromo-pyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester (412348-60-8) + bis(pinacol)diborane (73183-34-3) → tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-1-carboxylate (1346808-98-7)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 100 ℃; for 16h;

Reference yield:

3,5-dibromopyridine (625-92-3) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperazine-1-carboxylate (1346808-98-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium t-butanolate; 4-chloro-6-methyl-1H-pyrrolo[2,3-b]pyridine / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 3 h / 100 °C

2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 16 h / 100 °C

With 4-chloro-6-methyl-1H-pyrrolo[2,3-b]pyridine; potassium acetate; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; toluene;

upstream raw materials:

4-(5-bromo-pyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester

bis(pinacol)diborane

3,5-dibromopyridine

1-t-Butoxycarbonylpiperazine

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