4-[5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: 4-[5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• CAS No.: 496786-98-2
• Molecular Formula: C20H32BN3O4
• Molecular Weight: 389.303
• Hs Code.: 2934999090
• Mol file: 496786-98-2.mol

Synonyms:1,1-Dimethylethyl4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]-1-piperazinecarboxylate;4-[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridin-2-yl]piperazine-1-carboxylicacid tert-butyl ester;tert-Butyl4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]piperazine-1-carboxylate;

Chemical Property of 4-[5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 9.48E-11mmHg at 25°C
• Melting Point: 165-169 °C
• Refractive Index: 1.536
• Boiling Point: 515.9 °C at 760 mmHg
• PKA: 8.41±0.31(Predicted)
• Flash Point: 265.8 °C
• PSA: 64.13000
• Density: 1.14 g/cm³
• LogP: 2.44080
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-(4-Boc-piperazin-1-yl)pyridine-3-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

Useful:

• Uses: 6-(4-Boc-piperazin-1-yl)pyridine-3-boronic Acid Pinacol Ester is used as a reactant in the preparation of fluorogenic probes used to distinguish chemical warfare agents and their mimics.

Technology Process of 4-[5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

There total 8 articles about 4-[5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL 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: 81.0%

pinacolboronic acid (25240-59-9) + 5-Bromo-2-(4-tert-butoxycarbonylpiperazin-1-yl)pyridine (153747-97-8) → 2-(4-tert-butyloxycarbonyl-piperizin-1-yl)pyridine-5-boronic acid pinacol ester (496786-98-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 90 ℃; for 3h; Inert atmosphere;

Reference yield: 56.0%

bis(pinacol)diborane (73183-34-3) + 5-Bromo-2-(4-tert-butoxycarbonylpiperazin-1-yl)pyridine (153747-97-8) → 2-(4-tert-butyloxycarbonyl-piperizin-1-yl)pyridine-5-boronic acid pinacol ester (496786-98-2)

Guidance literature:

With potassium acetate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;

Reference yield:

bis(pinacol)diborane (73183-34-3) + 5-Bromo-2-(4-tert-butoxycarbonylpiperazin-1-yl)pyridine (153747-97-8) → (6-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid (919347-67-4) + 2-(4-tert-butyloxycarbonyl-piperizin-1-yl)pyridine-5-boronic acid pinacol ester (496786-98-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 100 ℃; for 20.25h; Inert atmosphere;

upstream raw materials:

bis(pinacol)diborane

5-Bromo-2-(4-tert-butoxycarbonylpiperazin-1-yl)pyridine

5-bromo-2-(piperazin-1-yl)pyridine

5-bromo-2-chloropyridine

Downstream raw materials:

4-{5'-[2-(5-chloro-2-fluoro-phenyl)-[1,8]naphthyridin-4-yl]-[3,3']bipyridinyl-6-yl}-piperazine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(5-{[4-(methylsulfonyl)benzyl]oxy}pyridin-2-yl)piperazine-1-carboxylate

Refernces

• 1、 -. "3-substituent-5-(substituted aryl)-7-azaindole derivative and application thereof". . . Retrieved 2021/09/01.
• 2、 -. "Substituted pyridine compound and its method and use thereof". Paragraph 0426; 0427. . Retrieved 2018/06/21.