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

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

Product 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
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
Synonyms: tert-butyl 4-[5-(4;4-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOR;6- -4-Boc-1-piperazine and) pyridine-3-borate;6-(4-Boc-piperazin-1-yl)pyridine-3-boronic acid;2-[4-(N-BOC)Piperazin-1-yl]pyridine-5-boronic acid;2-(4-BOC-PIPERAZINE)PYRIDINE-5-BORONIC ACID PINACOL ESTER;2-(4-BOC-Piperazino)pyridine-5-boronic acid,pinacol ester;6-(4-BOC-1-PIPERAZINO)PYRIDINE-3-BORONIC ACID PINACOL ESTER;2-(4-Boc-1-piperazinyl)pyridine-5-boronic acid pinacol ester;6-(4-Boc-1-piperazinyl)pyridine-3-boronic acid pinacol ester
CBNumber: CB2296324
Molecular Formula: C20H32BN3O4
Formula Weight: 389.3
MOL File: 496786-98-2.mol

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

Melting point:: 165-169 °C
Boiling point:: 515.9±50.0 °C(Predicted)
Density: 1.14±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: solid
pka: 8.41±0.31(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C20H32BN3O4/c1-18(2,3)26-17(25)24-12-10-23(11-13-24)16-9-8-15(14-22-16)21-27-19(4,5)20(6,7)28-21/h8-9,14H,10-13H2,1-7H3
InChIKey: JWUBVPJWWYYRLJ-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCN(C2=NC=C(B3OC(C)(C)C(C)(C)O3)C=C2)CC1
CAS DataBase Reference: 496786-98-2(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Safety Statements: 22-24/25
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 654337
Product name: 6-(4-Boc-piperazin-1-yl)pyridine-3-boronic acid pinacol ester
Purity: 96%
Packaging: 5g
Price: $269.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: 654337
Product name: 6-(4-Boc-piperazin-1-yl)pyridine-3-boronic acid pinacol ester
Purity: 96%
Packaging: 1g
Price: $174
Updated: 2023/06/20

TRC

Product number: B663175
Product name: 6-(4-Boc-piperazin-1-yl)pyridine-3-boronic acid pinacol ester
Packaging: 5g
Price: $335
Updated: 2021/12/16

Apolloscientific

Product number: OR9766
Product name: 6-[4-(tert-Butoxycarbonyl)piperazin-1-yl]pyridine-3-boronicacid,pinacolester
Purity: 97%
Packaging: 25g
Price: $356
Updated: 2021/12/16

Synthonix

Product number: P10620
Product name: 2-(4-Boc-piperazino)pyridine-5-boronicacidpinacolester
Purity: 97.0%
Packaging: 25g
Price: $290
Updated: 2021/12/16

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

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.

Synthesis

73183-34-3

153747-97-8

496786-98-2

Under nitrogen protection, 4-Boc-1-(5-bromo-2-pyridyl)piperazine (125 g, 366 mmol) was dissolved in DMF (1.30 L), and bipinacolate pinacol ester (186 g, 732 mmol), palladium acetate (4.09 g, 18.3 mmol), triphenylphosphine (19.2 g, 73.2 mmol) and potassium acetate ( 108 g, 1.10 mol). The reaction mixture was stirred at 80 °C overnight. After completion of the reaction, it was cooled to room temperature and the solid was collected by filtration. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel fast column chromatography (eluent: ethyl acetate/petroleum ether, 1:50 v/v) to afford the target product tert-butyl 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidin-2-yl]piperazine-1-carboxylate (90c) as a white solid (80.0 g, yield 56%). Mass spectrum (LCMS, ESI positive ion mode): calculated value C20H32BN3O4 [M+H]+ 390.2, measured value 390.2.

References

[1] Patent: US2014/364414, 2014, A1. Location in patent: Paragraph 0945; 0950-0951
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 11, p. 5361 - 5379
[3] Patent: US2013/225548, 2013, A1. Location in patent: Paragraph 0531; 0632
[4] Patent: CN104650049, 2018, B. Location in patent: Paragraph 0426; 0427

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

Raw materials

Preparation Products

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

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496786-98-2, 4-[5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTERRelated Search:

TERT-BUTYL N-METHYL-N-[3-METHYL-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDIN-2-YL]CARBAMATE 2-(CYCLOPROPYLMETHOXY)-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE 5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE-2-CARBOXYLIC ACID DIETHYLAMIDE 2-(4-ETHOXYCARBONYLPIPERAZINE)PYRIDINE-5-BORONIC ACID PINACOL ESTER 2-Aminopyridine-5-boronic acid, pinacol ester 4-[5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 2-(Dimethylamino)pyridine-5-boronic acid hydrate 3-Pyridylboronic acid 4-[3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 1-METHYL-5-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-YL]PIPERAZINE 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 6-(4-N-BOC-PIPERAZINE-1-YL)-3-PYRIDINYL BORONIC ACID 4-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yl]-piperazine-1-carboxylic acid tert-butyl ester 2-(4-BOC-PIPERAZIN-1-YL)-3-METHYLPYRIDINE-5-BORONIC ACID PINACOL ESTER [6-(4-METHYLPIPERAZIN-1-YL)PYRIDIN-3-YL]BORONIC ACID 2-(4-Boc-piperazin-1-yl)-4-methylpyridine-5-boronic acid pinacol ester 1-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-YL)PIPERAZINE (6-AMINOPYRIDIN-3-YL)BORONIC ACID

TERT-BUTYL 4-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2-PYRIDINYL]TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE

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

4-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-YL)-1-BOC-PIPERAZINE

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

2-(4-BOC-PIPERAZINE)PYRIDINE-5-BORONIC ACID PINACOL ESTER

2-(4-BOC-PIPERAZIN-1-YL)PYRIDINE-5-BORONIC ACID PINACOL ESTER

2-(4-TERT-BUTOXYCARBONYLPIPERAZIN-1-YL)PYRIDINE-5-BORONIC ACID, PINACOL ESTER

6-(4-Boc-piperazin-1-yl)pyridine-3-boronic acid pinacol ester, 96%

4-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yl]piperazine-1-carboxylic acid tert-butyl ester

4-[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl-piperazine-1-carboxylic acid tert-butyl ester

tert-Butyl 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]piperazine-1-carboxylate 97%

2-[4-(N-BOC)Piperazin-1-yl]pyridine-5-boronic acid

2-(4-Boc-1-piperazinyl)pyridine-5-boronic acid pinacol ester

tert-Butyl 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]piperazine-1-carboxylate, 2-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

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

6-(4-Boc-piperazin-1-yl)pyridine-3-boronic acid pinacol ester 96%

tert-butyl 3-(5-(hydroxy((3-hydroxy-2,3-dimethylbutan-2-yl)oxy)boryl)pyridin-2-yl)piperazine-1-carboxylate

4-[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl-piperazine-1-carboxylic acid tert-butyl est

6-(4-TERT-BUTOXYCARBONYLPIPERAZINYL)PYRIDINE-3-BORONIC ACID, PINACOL ESTER

6-(4-BOC-1-PIPERAZINO)PYRIDINE-3-BORONIC ACID PINACOL ESTER

4-[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl-piperazine-1-carboxylic acid t

tert-Butyl 4-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylüpiperazine-1-carboxylate

tert-Butyl 4-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylüpiperazine-1-carboxylate

2-[4-(N-Boc)piperazin-1-yl]pyridine-5-boronic acid pinacol ester

6-(4-Boc-1-piperazinyl)pyridine-3-boronic acid pinacol ester

6-[4-(tert-Butoxycarbonyl)piperazin-1-yl]pyridine-3-boronic acid pinacol ester

2-(4-BOC-Piperazino)pyridine-5-boronic acid,pinacol ester

4 2-(4-(N-Boc)piperazin-1-yl)pyridine-5-boronic acid pinacol ester

2-dioxaborolan-2-yl)-2-pyridinyl]tetrahydro-1(2H)-pyrazinecarboxylate

tert-butyl 4-[5-(4

1-Piperazinecarboxylic acid, 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]-, 1,1-dimethylethyl ester

6-[4-(tert-Butoxycarbonyl)piperazin-1-yl]pyridine-3-boronic acid, pinacol ester 97%

t-Butyl 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]piperazine-1-carboxylate

4-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOR

6-(4-Boc-piperazin-1-yl)pyridine-3-boronic acid

6-(4-N-Boc-piperazin-1-yl)pyridine-3-boronic acid pinacol ester

1-Boc-4-[5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]piperazine

2-(4-tert-Butoxycarbonylpiperazin-1-yl)pyridine-5-boronic acid

4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine-1-carboxylate

tert-Butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridin-2-yl)piperazin-1-carboxylate

6- -4-Boc-1-piperazine and) pyridine-3-borate

2-(4-Boc-piperazino)pyridine-5-boronic acid pinacol ester - [P10620]

496786-98-2

C20H32BN3O4

C20H31BN3O4

Boronate Esters

Boronic Acids and Derivatives

Organometallic Reagents

Heteroaryl

Heterocyclic Compounds

Boronic ester

Organoborons

Pyridine