1H-Indazole-5-boronic acid pinacol ester
- Product Name
- 1H-Indazole-5-boronic acid pinacol ester
- CAS No.
- 862723-42-0
- Chemical Name
- 1H-Indazole-5-boronic acid pinacol ester
- Synonyms
- 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDAZOLE;1H-Indazole-5-boronic;Indazole-5-boronic acid p...;INDAZOLE-5-BORONIC ACID PINACOL ESTER;Pinacol ester indazole-5-boronic acid;1H-Indazole-5-boronic acid picol ester;1H-INDAZOLE-5-BORONIC ACID PINACOL ESTER;1H-Indazole-5-boronic acid pinacol ester 95%;1H-Indazole-5-boronic acid pinacol ester;Indazole-5-boronic acid pinacol ester - [I7420]
- CBNumber
- CB4207454
- Molecular Formula
- C13H17BN2O2
- Formula Weight
- 244.1
- MOL File
- 862723-42-0.mol
1H-Indazole-5-boronic acid pinacol ester Property
- Boiling point:
- 404.1±18.0 °C(Predicted)
- Density
- 1.15±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- form
- powder
- pka
- 14.01±0.40(Predicted)
- color
- Light yellow
- InChI
- InChI=1S/C13H17BN2O2/c1-12(2)13(3,4)18-14(17-12)10-5-6-11-9(7-10)8-15-16-11/h5-8H,1-4H3,(H,15,16)
- InChIKey
- SAGPUUKLGWNGOS-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(B3OC(C)(C)C(C)(C)O3)C=C2)C=N1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
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.
N-Bromosuccinimide Price
- Product number
- 692727
- Product name
- 1H-Indazole-5-boronic acid pinacol ester
- Purity
- 95%
- Packaging
- 1g
- Price
- $279
- Updated
- 2023/06/20
- Product number
- 692727
- Product name
- 1H-Indazole-5-boronic acid pinacol ester
- Purity
- 95%
- Packaging
- 5g
- Price
- $744
- Updated
- 2023/06/20
- Product number
- 280817
- Product name
- Indazole-5-boronic acid pinacol ester
- Packaging
- 500mg
- Price
- $340
- Updated
- 2021/12/16
- Product number
- I509030
- Product name
- Indazole-5-boronicacidpinacolester
- Packaging
- 250mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- CS-B0852
- Product name
- 1H-Indazole,5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
- Purity
- 98.19%
- Packaging
- 1g
- Price
- $63
- Updated
- 2021/12/16
1H-Indazole-5-boronic acid pinacol ester Chemical Properties,Usage,Production
Chemical Properties
1H-Indazole-5-boronic acid pinacol ester (also known as 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole) is a light yellow solid powder at room temperature and pressure. It is an indazole compound poorly soluble in water but in common organic solvents, including dichloromethane, chloroform, ethyl acetate, etc. The chemical structure of this compound contains a multifunctional boric acid ester unit and exhibits excellent chemical conversion activity. It can undergo arylation, oxidation, and amination reactions under the catalysis of transition metals, and it has certain applications in synthesising functional organic molecules of indazole.
Synthesis
53857-57-1
73183-34-3
862723-42-0
5-Bromoindazole (9.45 g, 48 mmol), bis(pinacolato)diboron (15.5 g, 61 mmol), potassium acetate (16.7 g, 170 mmol), and anhydrous DMF (160 mL) were added to the reaction flask under argon protection. Pd(dppf)Cl2-CH2Cl2 (985 mg, 1.2 mmol) was subsequently added as a catalyst. The reaction mixture was stirred at 90 °C for 24 hours. After completion of the reaction, it was cooled to room temperature, diluted with ethyl acetate (250 mL) and washed with water (2 x 50 mL). The organic phase was concentrated under reduced pressure and purified by silica gel column chromatography (eluent: hexane/ethyl acetate, 10:1, v/v, Rf = 0.6) to afford 1H-indazole-5-boronic acid pinacol ester (9.8 g, 84% yield). The product was confirmed by 1H NMR (300 MHz, CD3OD) and mass spectrometry (DCI/NH3).1H NMR data: δ 1.36 (s, 12H), 7.51 (dt, J = 8.5, 1.0 Hz, 1H), 7.73 (dd, J = 8.5, 1.0 Hz, 1H), 8.08 (d, J = 1.0 Hz, 1H), 8.23 ( t, J = 1.0 Hz, 1H). Mass spectral data: m/z 245 (M + 1)+.
References
[1] Patent: WO2009/67586, 2009, A1. Location in patent: Page/Page column 42
[2] Patent: CN105254613, 2016, A. Location in patent: Paragraph 0125; 0126; 0127
[3] Patent: KR2015/88007, 2015, A. Location in patent: Paragraph 0282; 0283; 0284
[4] Patent: KR101561332, 2015, B1. Location in patent: Paragraph 0117-0121
[5] Patent: KR101612160, 2016, B1. Location in patent: Paragraph 0114; 0115; 0116; 0117; 0118
1H-Indazole-5-boronic acid pinacol ester Preparation Products And Raw materials
Raw materials
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View Lastest Price from 1H-Indazole-5-boronic acid pinacol ester manufacturers
- Product
- 1H-Indazole-5-boronic acid pinacol ester 862723-42-0
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- INDAZOLE-5-BORONIC ACID PINACOL ESTER 862723-42-0
- Price
- US $8.80/KG
- Min. Order
- 1KG
- Purity
- 97%-99%
- Supply Ability
- 100kg
- Release date
- 2019-08-05