ChemicalBook > CAS DataBase List > 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE

4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE

Product Name: 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE
CAS No.: 885618-33-7
Chemical Name: 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE
Synonyms: 2-dioxaborolan-2-;1H-indazol-4-boronic;Indazole-4-boronic acid p...;2-dioxaborolan-2-yl)-1H-indazole;Pinacol ester indazole-4-boronic acid;1H-Indazole-4-boronic acid picol ester;1H-indazol-4-boronic acid pinacol ester;1H-Indazole-4-boronic acid pinacol ester;1H-Indazol-4-ylboronic Acid Pinacol Ester;1H-Indazole-4-boronic acid pinacol ester, 95%,
CBNumber: CB71501910
Molecular Formula: C13H17BN2O2
Formula Weight: 244.1
MOL File: 885618-33-7.mol

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4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE Property

Melting point:: 139-142℃
storage temp.: Inert atmosphere,2-8°C
form: solid
color: White to off-white
InChI: InChI=1S/C13H17BN2O2/c1-12(2)13(3,4)18-14(17-12)10-6-5-7-11-9(10)8-15-16-11/h5-8H,1-4H3,(H,15,16)
InChIKey: YRPXZCWDXBNPBD-UHFFFAOYSA-N
SMILES: N1C2=C(C(B3OC(C)(C)C(C)(C)O3)=CC=C2)C=N1

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Safety

HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

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

TRC

Product number: I509028
Product name: Indazole-4-boronicacidpinacolester
Packaging: 1g
Price: $210
Updated: 2021/12/16

Synthonix

Product number: I0255
Product name: Indazole-4-boronicacidpinacolester
Purity: 97.0%
Packaging: 5g
Price: $210
Updated: 2021/12/16

SynQuest Laboratories

Product number: 8H60-1-8F
Product name: Indazole-4-boronic acid, pinacol ester
Packaging: 1g
Price: $225
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: BOR0004786
Product name: 1H-INDAZOL-4-YLBORONIC ACID PINACOL ESTER
Purity: 95.00%
Packaging: 1G
Price: $263.55
Updated: 2021/12/16

Matrix Scientific

Product number: 068603
Product name: Indazole-4-boronic acid pinacol ester
Purity: >95%
Packaging: 1g
Price: $298
Updated: 2021/12/16

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4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE Chemical Properties,Usage,Production

Synthesis

73183-34-3

186407-74-9

885618-33-7

To a solution of 4-bromo-1H-indazole (500 mg, 2.54 mmol) and bis(pinacolato)diboron (1.5 eq, 3.81 mmol) in dimethyl sulfoxide (DMSO, 20 mL) was added dry potassium acetate (3.0 eq, 7.61 mmol, 747 mg) and PdCl2(dppf)2 (3 mol%, 0.076 mmol, 62 mg). The reaction mixture was degassed with argon and the reaction was heated at 80 °C for 40 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was partitioned between water (50 mL) and ether (3 x 50 mL). The organic layers were combined, washed with brine (50 mL), separated and dried over anhydrous magnesium sulfate (MgSO4). The crude product was purified by column chromatography using 30%-40% ethyl acetate/petroleum ether as eluent to give a non-separable 3:1 mixture of 1H-indazole-4-boronic acid pinacol ester (369 mg, 60%) and unreacted 4-bromo-1H-indazole (60 mg, 20%). The mixture was a yellow gel that solidified to an off-white solid upon standing.1H NMR (400 MHz, DMSO-d6) data were as follows:1H-indazole-4-boronic acid pinacol ester (70): δ 1.41 (12H, s), 7.40 (1H, dd, J = 8.4 Hz, 6.9 Hz), 7.59 (1H, d, J = 8.4 Hz), 7.67 (1H, d, J = 6.9 Hz), 10.00 (1H, br s), 8.45 (1H, s); 4-bromo-1H-indazole: δ 7.40 (1H, m), 7.18 (1H, t, J = 7.9 Hz), 7.50 (1H, d, J = 9.1 Hz), 7.77 (1H, d, J = 7.9 Hz), 8.09 (1H, s). The impurity peak appeared at δ 1.25.

References

[1] Patent: WO2007/42806, 2007, A1. Location in patent: Page/Page column 34-35
[2] Patent: WO2011/130628, 2011, A1. Location in patent: Page/Page column 128
[3] Patent: US2013/102595, 2013, A1. Location in patent: Paragraph 0173
[4] Patent: JP2015/187145, 2015, A. Location in patent: Paragraph 0171
[5] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 3, p. 1156 - 1162

4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole 885618-33-7
Price: US $22.00-88.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 50kg
Release date: 2025-06-25

Career Henan Chemical Co

Product: 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE 885618-33-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 150KG
Release date: 2019-07-09

885618-33-7, 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLERelated Search:

1-Methyl-1H-indazole-4-boronic acid pinacol ester Indazole-4-boronic acid, hydrochloride 6-FLUORO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE

1H-Indazole, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

1H-Indazol-4-ylboronic Acid Pinacol Ester

1H-Indazole-4-boronic acid pinacol ester

Indazole-4-boronic acid p...

2-dioxaborolan-2-yl)-1H-indazole

4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-indazole

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

1H-indazol-4-boronic acid pinacol ester

Pinacol ester indazole-4-boronic acid

2-dioxaborolan-2-

1H-Indazole-4-boronic acid picol ester

1H-Indazole-4-boronic acid pinacol ester, 95%,

1H-indazol-4-boronic

Indazole-4-boronic acid pinacol ester - [I0255]

885618-33-7

Indazoles