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

CAS No.
937049-58-6
Chemical Name:
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
Synonyms
1H-Indazole-6-boronic acid picol ester;Indazole-6-boronic acid pinacolate;Pinacol ester indazole-6-boronic acid;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
Molecular Weight:
244.1
MDL Number:
MFCD07368067
MOL File:
937049-58-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 01:27:17
Product description Number Pack Size Price
1H-Indazole-6-boronic acid pinacol ester ≥95% 692735 1g $164
1H-Indazole-6-boronic acid pinacol ester ≥95% 692735 5g $569
1H-Indazole-6-boronic acid, pinacol ester 97% OR30736 1g $41
1H-Indazole-6-boronic acid, pinacol ester 97% OR30736 5g $109
1H-Indazole-6-boronic acid, pinacol ester 97% OR30736 10g $204
More product size

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

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
UNSPSC Code 12352103
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
WGK Germany  3
HS Code  2933998090
Storage Class 13 - Non Combustible Solids

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole price More Price(72)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 692735 1H-Indazole-6-boronic acid pinacol ester ≥95% 937049-58-6 1g $164 2023-01-07 Buy
Sigma-Aldrich 692735 1H-Indazole-6-boronic acid pinacol ester ≥95% 937049-58-6 5g $569 2022-05-15 Buy
Apolloscientific OR30736 1H-Indazole-6-boronic acid, pinacol ester 97% 937049-58-6 1g $41 2026-06-04 Buy
Apolloscientific OR30736 1H-Indazole-6-boronic acid, pinacol ester 97% 937049-58-6 5g $109 2026-06-04 Buy
Apolloscientific OR30736 1H-Indazole-6-boronic acid, pinacol ester 97% 937049-58-6 10g $204 2026-06-04 Buy
Product number Packaging Price Buy
692735 1g $164 Buy
692735 5g $569 Buy
OR30736 1g $41 Buy
OR30736 5g $109 Buy
OR30736 10g $204 Buy

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole Chemical Properties,Uses,Production

Synthesis

6-Bromoindazole

79762-54-2

Bis(pinacolato)diboron

73183-34-3

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

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

79762-54-2
73183-34-3
937049-58-6
Synthesis of 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole from 6-Bromoindazole and Bis(pinacolato)diboron

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole Preparation Products And Raw materials

Global( 133)Suppliers
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Henan Tianfu Chemical Co.,Ltd.
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Alchem Pharmtech,Inc.
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Win-Win chemical CO., Limited
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Baoji Guokang Healthchem Co., Ltd.
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Dayang Chem (Hangzhou) Co.,Ltd.
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Zhejiang J&C Biological Technology Co.,Limited
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Nextpeptide Inc
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View Lastest Price from 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole pictures 2021-07-13 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
937049-58-6
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole pictures 2021-07-10 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
937049-58-6
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole pictures 2019-09-03 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
937049-58-6
$7.00 1KG 99% Career Henan Chemical Co
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 pinacol ester 1H-Indazole-6-boronic acid picol ester 937049-58-6