6-Dimethylaminopyridine-3-boronic acid pinacol ester
- Product Name
- 6-Dimethylaminopyridine-3-boronic acid pinacol ester
- CAS No.
- 1036991-24-8
- Chemical Name
- 6-Dimethylaminopyridine-3-boronic acid pinacol ester
- Synonyms
- 2-N, N-dimethylpyridine-4-borate frequency;6-Dimethylaminopyridine-3-boronic acid pinacol ester;2-(Dimethylamino)pyridine-5-boronic acid pinacol ester;N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl);N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine;2-Pyridinamine, N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine(SALTDATA: FREE)
- CBNumber
- CB62506009
- Molecular Formula
- C13H21BN2O2
- Formula Weight
- 248.13
- MOL File
- 1036991-24-8.mol
6-Dimethylaminopyridine-3-boronic acid pinacol ester Property
- Melting point:
- 89-90 °C
- Boiling point:
- 358.5±27.0 °C(Predicted)
- Density
- 1.04±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 6.98±0.10(Predicted)
- Appearance
- Off-white to light yellow Solid
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
- D479170
- Product name
- 6-(Dimethylamino)pyridine-3-boronicacidpinacolester
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- Z3306
- Product name
- N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine
- Packaging
- 1g
- Price
- $161
- Updated
- 2021/12/16
- Product number
- BOR0007327
- Product name
- N,N-DIMETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-AMINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $289.8
- Updated
- 2021/12/16
- Product number
- A268925
- Product name
- N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
- Purity
- 95+%
- Packaging
- 100mg
- Price
- $25
- Updated
- 2021/12/16
- Product number
- A268925
- Product name
- N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $25
- Updated
- 2021/12/16
6-Dimethylaminopyridine-3-boronic acid pinacol ester Chemical Properties,Usage,Production
Uses
6-(Dimethylamino)pyridine-3-boronic acid pinacol ester
Synthesis
26163-07-5
73183-34-3
1036991-24-8
General procedure for the synthesis of N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine from 5-bromo-N,N-dimethylpyridin-2-amine and pinacol bis(boronic acid) ester: Under nitrogen protection, potassium acetate (8.3 g, 42.3 mmol) and [1,1,7 mmol] were added to a solution of 5-bromo-N,N-dimethylpyridin-2-amine (8.5 g, 42.3 mmol) and pinacol bis(boronic acid) ester (12.9 g, 50.7 mmol) to a solution of dioxane (10 mL) was added potassium acetate (8.3 g, 84.6 mmol) and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (1.55 g, 2.1 mmol). The reaction mixture was stirred at 25°C and subsequently heated to 100°C and kept for 12 hours. The completion of the reaction was monitored by LCMS. After completion of the reaction, the mixture was filtered and the filtrate was concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 50/1 to 3/1) to afford the target compound 2-(2-(N,N-dimethylamino)pyridin-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolanes (8 g, 32.2 mmol, 76% yield) as yellow solid. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 8.53 (s, 1H), 7.75-7.78 (d, 1H), 6.43-6.45 (d, 1H), 3.09 (s, 6H), 1.22-1.30 (m, 12H).ESI-MS (m/z): 249.2 [M+H]+.
References
[1] Patent: WO2017/120429, 2017, A1. Location in patent: Page/Page column 262
[2] Advanced Synthesis and Catalysis, 2010, vol. 352, # 11-12, p. 2002 - 2010
[3] European Journal of Organic Chemistry, 2012, # 3, p. 595 - 603
[4] Patent: WO2017/98440, 2017, A1. Location in patent: Page/Page column 248
6-Dimethylaminopyridine-3-boronic acid pinacol ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 6-Dimethylaminopyridine-3-boronic acid pinacol ester manufacturers
- Product
- 6-Dimethylaminopyridine-3-boronic acid pinacol ester 1036991-24-8
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2020-02-11
- Product
- 6-Dimethylaminopyridine-3-boronic acid pinacol ester 1036991-24-8
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2020-02-11