ChemicalBook > CAS DataBase List > 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

Product Name
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
CAS No.
937049-58-6
Chemical Name
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
Synonyms
Indazole-6-boronic acid pinacolate;Pinacol ester indazole-6-boronic acid;1H-Indazole-6-boronic acid picol ester;Indazole-6-yl-boronic acid pinacol ester;1H-Indazole-6-boronic acid pinacol ester;6-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole;6-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE;1H-Indazole, 6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole, 2-(1H-Indazol-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CBNumber
CB52130144
Molecular Formula
C13H17BN2O2
Formula Weight
244.1
MOL File
937049-58-6.mol
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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole Property

Melting point:
134-139°C
Boiling point:
404.1±18.0 °C(Predicted)
Density 
1.15±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
pka
13.78±0.40(Predicted)
color 
White
InChI
InChI=1S/C13H17BN2O2/c1-12(2)13(3,4)18-14(17-12)10-6-5-9-8-15-16-11(9)7-10/h5-8H,1-4H3,(H,15,16)
InChIKey
YDWZPHAJTNZBEG-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC(B3OC(C)(C)C(C)(C)O3)=C2)C=N1
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Safety

WGK Germany 
3
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

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
692735
Product name
1H-Indazole-6-boronic acid pinacol ester
Purity
≥95%
Packaging
1g
Price
$164
Updated
2023/01/07
Sigma-Aldrich
Product number
692735
Product name
1H-Indazole-6-boronic acid pinacol ester
Purity
≥95%
Packaging
5g
Price
$569
Updated
2022/05/15
TRC
Product number
I509033
Product name
Indazole-6-boronicacidpinacolester
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
I509033
Product name
Indazole-6-boronicacidpinacolester
Packaging
500mg
Price
$65
Updated
2021/12/16
ChemScene
Product number
CS-W006637
Product name
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
Purity
>97.0%
Packaging
1g
Price
$58
Updated
2021/12/16
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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole Chemical Properties,Usage,Production

Synthesis

79762-54-2

73183-34-3

937049-58-6

6-Bromo-1H-indazole (700 mg, 3.55 mmol) and pinacol ester of bisboronic acid (1.50 g, 5.91 mmol) were used as raw materials, and both were mixed with Pd(dppf)Cl2-DCM (290 mg, 0.36 mmol) and KOAc (1.04 g, 10.6 mmol) in DMF (20 mL) under nitrogen protection. . The reaction mixture was stirred at 100 °C for 15 hours. Upon completion of the reaction, the mixture was concentrated in vacuum and the residue was suspended in EtOAc (30 mL), filtered through diatomaceous earth, and the filtrate was concentrated to give 866 mg (100% yield) of 1H-indazole-6-boronic acid pinacol ester as a brown semi-solid, which could be used for the subsequent reaction without further purification.Results of LC-MS analysis: C13H17BN2O2 + H+ [M + H]+ , calculated value 245.1, measured value 245.0.

References

[1] Patent: WO2015/140717, 2015, A1. Location in patent: Page/Page column 87; 88
[2] Patent: WO2017/68064, 2017, A1. Location in patent: Page/Page column 182
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 10, p. 4458 - 4473
[4] Patent: US2007/203143, 2007, A1. Location in patent: Page/Page column 50
[5] RSC Advances, 2017, vol. 7, # 44, p. 27737 - 27746

6-(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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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole Suppliers

Shanghai Rong Lin Medical Technology Co., Ltd.
Tel
18602194589
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lincy-110@163.com
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China
ProdList
863
Advantage
58
Anhui Yongsheng Pharmaceutical Technology Co., Ltd
Tel
181-3307-5798 18017383231
Email
983544897@qq.com
Country
China
ProdList
921
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58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
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sales@boylechem.com
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China
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J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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Energy Chemical
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China
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44801
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Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956
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0573-85285100
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isenchem@163.com
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China
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China
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Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
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sales@accelachem.com
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China
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11035
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64
ZEROSCHEM.CO.,LTD.
Tel
10-61256048 13810278579
Fax
+86 10 61256049
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sales@zeroschem.com
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China
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Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
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info@hanhongsci.com
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China
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View Lastest Price from 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole 937049-58-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole 937049-58-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09
Career Henan Chemical Co
Product
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole 937049-58-6
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
JD 804
Release date
2019-09-02

937049-58-6, 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazoleRelated Search:


  • 6-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE
  • 6-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
  • 1H-Indazole, 6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-
  • 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole, 2-(1H-Indazol-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • Pinacol ester indazole-6-boronic acid
  • Indazole-6-yl-boronic acid pinacol ester
  • Indazole-6-boronic acid pinacolate
  • 1H-Indazole-6-boronic acid picol ester
  • 1<i>H</i>-Indazole-6-boronic acid pinacol ester
  • 937049-58-6