1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
- CAS No.
- 837392-62-8
- Chemical Name:
- 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
- Synonyms
- 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole;1-Methyl-5-(4;AKOS BRN-1159;2-dioxaborolan-2-yl)-1H-indole;Pinacol 1-methylindole-5-borate;1-Methylindole-5-borate pinacol ester;1-Methyl-5-indoleboronic acid pinacol ester;1-METHYLINDOLE-5-BORONIC ACID, PINACOL ESTER;1-Methyl-5-indolylboronic acid, pinacol ester;1-Methyl-1H-indole-5-boronic acid, pinacol ester
- CBNumber:
- CB4296474
- Molecular Formula:
- C15H20BNO2
- Molecular Weight:
- 257.14
- MDL Number:
- MFCD05663865
- MOL File:
- 837392-62-8.mol
- MSDS File:
- SDS
| Melting point | 110-114 °C (lit.) |
|---|---|
| Boiling point | 391.3±15.0 °C(Predicted) |
| Density | 1.05±0.1 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| form | solid |
| Appearance | Off-white to light yellow Solid |
| InChI | InChI=1S/C15H20BNO2/c1-14(2)15(3,4)19-16(18-14)12-6-7-13-11(10-12)8-9-17(13)5/h6-10H,1-5H3 |
| InChIKey | JQLYKUPEQYNDFF-UHFFFAOYSA-N |
| SMILES | N1(C)C2=C(C=C(B3OC(C)(C)C(C)(C)O3)C=C2)C=C1 |
| UNSPSC Code | 12352103 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| PPE | Eyeshields, Gloves, type N95 (US) | |||||||||
| Hazard Codes | Xi | |||||||||
| Safety Statements | 22-24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| HS Code | 2933299090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole price More Price(54)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 640395 | 1-Methylindole-5-boronic acid pinacol ester 97% | 837392-62-8 | 1g | $259 | 2026-04-30 | Buy |
| Sigma-Aldrich | 640395 | 1-Methylindole-5-boronic acid pinacol ester 97% | 837392-62-8 | 5g | $329 | 2023-06-20 | Buy |
| Usbiological | 283512 | 1-Methyl-5-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole Asreported | 837392-62-8 | 500mg | $347 | 2026-06-03 | Buy |
| Usbiological | 283512 | 1-Methyl-5-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole Asreported | 837392-62-8 | 1g | $475 | 2026-06-03 | Buy |
| Usbiological | 283512 | 1-Methyl-5-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole Asreported | 837392-62-8 | 2g | $638 | 2026-06-03 | Buy |
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole Chemical Properties,Uses,Production
Chemical Properties
off-white powder
Synthesis
10075-52-2
73183-34-3
837392-62-8
The general procedure for the synthesis of 1-methylindole-5-boronic acid pinacol ester from 5-bromo-1-methyl-1H-indole and biboronic acid pinacol ester is as follows: the synthesis was carried out according to the literature method with appropriate adjustments. To an 8-dram vial equipped with a magnetic stirrer were sequentially added pinacol bis(boronic acid) ester (2 mmol, 508 mg), 5-bromo-1-methyl-1H-indole (2.1 mmol, 441 mg), [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (0.06 mmol, 44 mg), potassium acetate (6 mmol, 589 mg), and degassed 1,1'-bis(diphenylphosphino)ferrocene(III). ), and degassed 1,4-dioxane (10 mL). The reaction mixture was purged under a strong stream of nitrogen for 5 min to deoxygenate, followed by transferring the reaction system to an oil bath preheated to 80 °C with continuous stirring for 48 h. The reaction was carried out in a cooled room with a temperature range of 0.5 °F to 0.5 °F. Upon completion of the reaction, it was cooled to room temperature and the reaction mixture was filtered through a diatomaceous earth pad and washed with ethyl acetate (50 mL). The filtrates were combined and concentrated under reduced pressure to remove the solvent. The crude product was purified by fast column chromatography with petroleum ether as eluent, followed by a 5% to 12% gradient elution of ether/petroleum ether to afford 342 mg (67% yield) of the target product, 1-methylindole-5-boronic acid pinacol ester, as a white solid.
References
[1] Synlett, 2018, vol. 29, # 15, p. 2031 - 2034
[2] ACS Catalysis, 2018, vol. 8, # 5, p. 4049 - 4054
[3] Angewandte Chemie - International Edition, 2018, vol. 57, # 34, p. 10999 - 11003
[4] Angew. Chem., 2018, # 130, p. 11165 - 11169,5
[5] Patent: WO2016/180537, 2016, A1. Location in patent: Page/Page column 133
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole Preparation Products And Raw materials
Raw materials
1of3
Preparation Products
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| China DongFan Chemical Co.,LTD | 86-0571-85151182 | China | 5681 | 66 | |
| Shanghai Cuisen Pharmaceutical Technology Co., Ltd. | 13472757003 | yongnan.wang@cendrix.cn | China | 971 | 65 |
| Tianjin heowns Biochemical Technology Co., Ltd. | 400 638 7771 | sales@heowns.com | China | 14412 | 57 |
| Shanghai Sunway Pharmaceutical Technology Co., Ltd | 13761987713 | hxzheng@sunwaypharm.cn | China | 8663 | 57 |
837392-62-8(1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole)Related Search:
1of4
