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