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

China 122 Germany 1 India 2 United Kingdom 1 United States 19 Global 145
Apollo Scientific Ltd.
Tel
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Fax
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Email
sales@apolloscientific.co.uk
Country
United Kingdom
ProdList
6084
Advantage
88
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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