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
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
Safety
- WGK Germany
- 3
- HS Code
- 2933998090
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.
N-Bromosuccinimide Price
- Product number
- 692735
- Product name
- 1H-Indazole-6-boronic acid pinacol ester
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $164
- Updated
- 2023/01/07
- Product number
- 692735
- Product name
- 1H-Indazole-6-boronic acid pinacol ester
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $569
- Updated
- 2022/05/15
- Product number
- I509033
- Product name
- Indazole-6-boronicacidpinacolester
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- I509033
- Product name
- Indazole-6-boronicacidpinacolester
- Packaging
- 500mg
- Price
- $65
- Updated
- 2021/12/16
- 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
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
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View Lastest Price from 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole manufacturers
- 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
- 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
- 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