ChemicalBook > CAS DataBase List > 2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE

2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE

Product Name
2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE
CAS No.
1073354-05-8
Chemical Name
2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE
Synonyms
3-Cyano-2-methoxypyridine-5-boronic acid,pinacol;5-Cyano-6-methoxypyridine-3-boronic acid pinacol ester;3-CYANO-2-METHOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER;2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE;2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile;3-Pyridinecarbonitrile, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CBNumber
CB82458285
Molecular Formula
C13H17BN2O3
Formula Weight
260.1
MOL File
1073354-05-8.mol
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2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE Property

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC
Product number
C982213
Product name
3-Cyano-2-methoxypyridine-5-boronicacid,pinacolester
Packaging
100mg
Price
$65
Updated
2021/12/16
AK Scientific
Product number
Z7132
Product name
3-Cyano-2-methoxypyridine-5-boronicacidpinacolester
Packaging
250mg
Price
$211
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
BOR0006455
Product name
2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE
Purity
95.00%
Packaging
1G
Price
$630
Updated
2021/12/16
AK Scientific
Product number
Z7132
Product name
3-Cyano-2-methoxypyridine-5-boronicacidpinacolester
Packaging
5g
Price
$1051
Updated
2021/12/16
AK Scientific
Product number
Z7132
Product name
3-Cyano-2-methoxypyridine-5-boronicacidpinacolester
Packaging
25g
Price
$2584
Updated
2021/12/16
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2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE Chemical Properties,Usage,Production

Synthesis

941294-54-8

73183-34-3

1073354-05-8

General Steps: Preparation of solution A: PdCl2(dppf)-CH2Cl2 (0.958 g, 1.174 mmol), KOAc (6.91 g, 70.4 mmol) and bis(pinacolato)diboron (7.15 g, 28.2 mmol) were added sequentially to a 250 mL flask followed by degassing. Preparation of solution B: In another vial, 5-bromo-2-methoxynicotinonitrile (5 g, 23.47 mmol) was dissolved in 100 mL of anhydrous dioxane. Solution B was slowly added to solution A. The mixed reaction solution was heated to 80 °C and maintained for 16 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with EtOAc and filtered to remove insoluble solids. The filtrate was concentrated under reduced pressure to give a black oily substance. Purification by rapid chromatography on silica gel (eluent: CH2Cl2/MeOH, 95/5) afforded the target product 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile (5.7 g, 89% yield) as a beige powder. Product Characterization: 1H-NMR (400 MHz, DMSO-d6, 298 K): δ 1.31 (s, 12H), 4.03 (s, 3H), 8.31 (s, 1H), 8.62 (s, 1H). MS: m/z 261.5 [M + 1]+, retention time (Method 2) = 1.47 min.

References

[1] Patent: WO2013/57711, 2013, A1. Location in patent: Page/Page column 50
[2] Patent: WO2013/88404, 2013, A1. Location in patent: Page/Page column 97
[3] Patent: US2015/342951, 2015, A1. Location in patent: Paragraph 0863-0867
[4] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 19, p. 6477 - 6485

2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE Suppliers

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1073354-05-8, 2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILERelated Search:

3-CYANO-2-METHOXYPYRIDINE

  • 2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE
  • 3-CYANO-2-METHOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER
  • 3-Cyano-2-methoxypyridine-5-boronic acid,pinacol
  • 5-Cyano-6-methoxypyridine-3-boronic acid pinacol ester
  • 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile
  • 3-Pyridinecarbonitrile, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • 1073354-05-8