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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
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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
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Safety

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
HS Code 
2933399990
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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.

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N-Bromosuccinimide Price

TRC
Product number
D479170
Product name
6-(Dimethylamino)pyridine-3-boronicacidpinacolester
Packaging
100mg
Price
$45
Updated
2021/12/16
AK Scientific
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
American Custom Chemicals Corporation
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
Ambeed
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
Ambeed
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
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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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6-Dimethylaminopyridine-3-boronic acid pinacol ester Suppliers

J & K SCIENTIFIC LTD.
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View Lastest Price from 6-Dimethylaminopyridine-3-boronic acid pinacol ester manufacturers

Career Henan Chemical Co
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
Career Henan Chemical Co
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

1036991-24-8, 6-Dimethylaminopyridine-3-boronic acid pinacol esterRelated Search:


  • 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)-2-pyridinamine(SALTDATA: FREE)
  • N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine
  • N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
  • 2-Pyridinamine, N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • 2-N, N-dimethylpyridine-4-borate frequency
  • 1036991-24-8