4-Pyrazoleboronic acid pinacol ester

Product Name: 4-Pyrazoleboronic acid pinacol ester
CAS No.: 269410-08-4
Chemical Name: 4-Pyrazoleboronic acid pinacol ester
Synonyms: 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE;PYRAZOLE-4-BORONIC ACID PINACOL ESTER;4-Pyrazoleboronic acid pinaol ester;4,4,5,5-TETRAMETHYL-2-(1H-PYRAZOL-4-YL)-1,3,2-DIOXABOROLANE;Baricitinib-005;Triazolam Impurity 6;eboronic acid pinacoL;Crizotinib Intermediates 4;Pinacol Pyrazol-4-ylboronate;4-Pyrazoleboronic acid pinacol
CBNumber: CB6449821
Molecular Formula: C9H15BN2O2
Formula Weight: 194.04
MOL File: 269410-08-4.mol

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4-Pyrazoleboronic acid pinacol ester Property

Melting point:: 142-146 °C (lit.)
Boiling point:: 335.4±15.0 °C(Predicted)
Density: 1.09±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: DMSO, Ethyl Acetate, Methanol
pka: 13.36±0.50(Predicted)
form: Powder
color: Off-white to tan
Water Solubility: insoluble
InChI: InChI=1S/C9H15BN2O2/c1-8(2)9(3,4)14-10(13-8)7-5-11-12-6-7/h5-6H,1-4H3,(H,11,12)
InChIKey: TVOJIBGZFYMWDT-UHFFFAOYSA-N
SMILES: N1C=C(B2OC(C)(C)C(C)(C)O2)C=N1
CAS DataBase Reference: 269410-08-4(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,F
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
Hazard Note: Irritant/Flammable
TSCA: No
HS Code: 29331990

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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 525057
Product name: 4-Pyrazoleboronic acid pinacol ester
Purity: 97%
Packaging: 1g
Price: $43.44
Updated: 2025/07/31

Sigma-Aldrich

Product number: 525057
Product name: 4-Pyrazoleboronic acid pinacol ester
Purity: 97%
Packaging: 5g
Price: $55.23
Updated: 2025/07/31

TCI Chemical

Product number: T2756
Product name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
Purity: >97.0%(GC)
Packaging: 1g
Price: $38
Updated: 2025/07/31

TCI Chemical

Product number: T2756
Product name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
Purity: >97.0%(GC)
Packaging: 5g
Price: $126
Updated: 2025/07/31

Strem Chemicals

Product number: 05-1048
Product name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, min. 97%
Packaging: 1g
Price: $94
Updated: 2024/03/01

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4-Pyrazoleboronic acid pinacol ester Chemical Properties,Usage,Production

Chemical Properties

Off-white to tan powder

Uses

4-Pyrazoleboronic Acid Pinacol Ester is used in the preparation of Rho kinase (ROCK) inhibitors as wella s other biologically active compounds.

Uses

1H-Pyrazole-4-boronic acid pinacol ester is a useful reagent for Suzuki-Miyaura cross-couplings as well as Ruthenium-catalyzed asymmetric hydrogenation. It is also used as reagent for preparing VEGF, Aurora, RHO (ROCK), Janus Kinase 2, c-MET, ALK, S-nitrsoflutathione reductase, CDC7, Acetyl-CoA carboxylase inhibitors as well as other biologically active compounds.

Uses

Reagent used for

Suzuki-Miyaura cross-couplings
Ruthenium-catalyzed asymmetric hydrogenation

Reagent used in preparation of inhibitors of many highly significant therapeutic enzymes and kinases containing the privileged scaffold pyrazole, including

VEGF
Aurora
Rho (ROCK)
Janus Kinase 2 (JAK)
c-MET
ALK
S-nitrosoglutathione reductase
CDC7
Acetyl-CoA carboxylase
Prosurvival Bcl-2 protein
Viral RNA-Dependent RNA polymerase
Long Chain Fatty Acid Elongase 6
PI3
AKT
Chk1
Protein Kinase B

Synthesis

1029716-44-6

269410-08-4

General procedure for the synthesis of 4-pyrazole boronic acid pinacol ester from 1-(1-ethoxyethyl)-4-pyrazoleboronic acid pinacol ester: 1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (60.00 g, 224 mmol) was mixed with cyclopentyl methyl ether (CPME. 120 mL) and 2,3-dimethyl-2,3-butanediol (26.49 g, 224 mmol) were mixed. The reaction mixture was cooled to 5-10 °C, then a solution of anhydrous hydroquinone (HQ) in CPME (3.1 M, 86.8 mL, 269 mmol) was slowly added over 15 min, followed by additional CPME (15 mL). The reaction mixture was stirred at 20-25 °C and the progress of the reaction was monitored by TLC.After 7 h, additional hydrochloric acid solution (3 mL, 9.3 mmol) was added to the reaction mixture and stirring was continued for 15 h to afford 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole hydrochloride, which did not require isolation. The temperature of the reaction mixture was raised to 20°C after addition of additional hydrochloric acid solution within 10 min. Additional CPME (10 mL) was added and the reaction mixture was stirred for 15 min and then cooled in an ice bath.After 3 h, the reaction mixture was filtered and the solid (triethylamine hydrochloride) was washed with cold CPME (3 x 60 mL). The filtrate and washings were combined to give 426 g of a solution containing 102.3 mg of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole. The solution (8.15 g in total, 94% yield) was used directly in the next step.

References

[1] Patent: WO2016/205487, 2016, A1. Location in patent: Page/Page column 27-28
[2] Patent: US2014/256941, 2014, A1. Location in patent: Paragraph 0166

4-Pyrazoleboronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Pyrazoleboronic acid pinacol ester Suppliers

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View Lastest Price from 4-Pyrazoleboronic acid pinacol ester manufacturers

Shaanxi Xianhe Biotech Co., Ltd

Product: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 269410-08-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 1000kg
Release date: 2025-04-17

Hubei Lidu New Material Technology Co., Ltd

Product: 4-Pyrazoleboronic acid pinacol 269410-08-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 20TON
Release date: 2024-12-11

Hubei Lidu New Material Technology Co., Ltd

Product: 4-Pyrazoleboronic acid pinacol ester 269410-08-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 20TON
Release date: 2024-12-11

269410-08-4, 4-Pyrazoleboronic acid pinacol esterRelated Search:

Tris(trimethylsilyl)phosphate Pyraclostrobin Pinacol 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Pyrazole Zolpidem tartrate PROPARGYL BENZOATE 98 Propyl 4-bromo-3-methylbenzoate Propyl 3-bromo-2-chloroisonicotinate 4,4,5,5-Tetramethyl-2-(prop-1-enyl)-1,3,2-dioxaborolane Pyrazolo[1,5-a]pyridine-3-carbonitrile PYRROLO[2,1-F][1,2,4]TRIAZINE-2,4-DIAMINE Pyrido[3,4-b]pyrazine (6CI,7CI,8CI,9CI) 4-Pyridineboronic acid pinacol ester Pyridine, 2-chloro-5-(5-methyl-1H-pyrazol-3-yl)- 5-Methyl-1-phenyl-1H-pyrazole-4-boronic acid pinacol ester 97%,5-METHYL-1-PHENYL-1H-PYRAZOLE-4-BORONIC ACID PINACOL ESTER Zolpidem 1-Methyl-4-pyrazole boronic acid pinacol ester

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole,min.97%

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, min. 97%

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole4-Pyrazoleboronic acid pinacol ester

4-Pyrazoleboronic acid pinacol ester,97%

4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyrazole

4-Pyrazoleboronic acid pinaol ester

1H-Pyrazole, 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 97+% 1GR

4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 97+% 5GR

(1H-Pyrazol-4-yl)boronic acid pinacol ester

4-Pyrazoleboronic acid pinacol ester, >=98%

3-hydroxy-2,3-dimethylbutan-2-yl hydrogen 1H-pyrazol-4-ylboronate

Pinacol Pyrazol-4-ylboronate

Pyrazole-4-boronic acid sorbitol ester

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole4-Pyrazoleboronic ac

2-(1H-Pyrazol-4-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane

4,4,5,5-TetraMethyl-2-(1H-pyrazol-2-yl)-1,3,2-dioxaborolane

Pyrazol-4-ylboronic Acid Pinacol Ester

PYRAZOLE-4-BORONIC ACID PINACOL ESTER

1H-PYRAZOLE-4-BORONIC ACID PINACOL ESTER

4-PYRAZOLEBORONIC ACID PINACOL ESTER

4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE

4,4,5,5-TETRAMETHYL-2-(1H-PYRAZOL-4-YL)-1,3,2-DIOXABOROLANE

2-(4-Pyrazolyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 4-Pyrazoleboronic Acid Pinacol Ester

2-(1H-Pyrazole-4-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 97+%

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 2-(1H-Pyrazol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-Pyrazoleboronic acid pinacol ester 97%

4-pyrazolyl boronic acid pinacol ester

4,4,5,5-Tetramethyl-2-(pyrazol-4-yl)-1,3,2-dioxaborolane

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 97%, for synthesis

eboronic acid pinacoL

Baricitinib-005

2-(4-Pyrazolyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABORLAN-2-YL)-1H-PYRAZOLE

Crizotinib Intermediates 4

Triazolam Impurity 6

4-Pyrazoleboronicacidpinacolester /4-Pyrazoleboronic acid pinacol ester

4-Pyrazoleboronic acid pinacol

4,4,5,5-Tetramethyl-2-(1H-Pyrazol-4-Yl)-1,3,2-Diox

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole - [T8901]

4-Pyrazoleboronic acid pinacol este

269410-08-4

CH34C2O2BC3N2H3

C9H15BN2O2

Heteroaryl

Organometallic Reagents

Boronic Acids and Derivatives

Boronate Esters

organic or inorganic borate

Pyrazole series

API intermediates

Boronic acid

OLED materials,pharm chemical,electronic

269410-08-4