1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Product Name: 1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
CAS No.: 1040377-03-4
Chemical Name: 1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Synonyms: 1-(oxan-4-yl)-4;1-(Tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-di...;1-(4-Tetrahydropyranyl)-1H-pyrazole-4-boronic acid pinacol ester;1-(Tetrahydropyran-4-yl)-1H-pyrazole-4-boronic acid pinacol ester;1-(oxan-4-yl)-4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-(Tetrahydro-2H-pyran-4-yl)pyrazole-4-boronic acid pinacol ester;1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-boronic Acid Pinacol Ester;1-(oxan-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole;1-(Tetrahydropyran-4-yl)-1Hpyrazole-4-boronic acid pinacol ester - [T10047];1-(Tetrahydropyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
CBNumber: CB22520131
Molecular Formula: C14H23BN2O3
Formula Weight: 278.15
MOL File: 1040377-03-4.mol

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1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Property

Melting point:: 113.0 to 117.0 °C
Boiling point:: 413.8±35.0 °C(Predicted)
Density: 1.16
storage temp.: Inert atmosphere,Store in freezer, under -20°C
form: powder to crystal
pka: 2.70±0.19(Predicted)
color: White to Light yellow

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Safety

HS Code: 2933199090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

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

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N-Bromosuccinimide Price

TCI Chemical

Product number: T3668
Product name: 1-(Tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Purity: >98.0%(GC)(T)
Packaging: 200mg
Price: $61
Updated: 2025/07/31

TCI Chemical

Product number: T3668
Product name: 1-(Tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $184
Updated: 2025/07/31

TRC

Product number: E589523
Product name: 1-(Oxan-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
Packaging: 100mg
Price: $155
Updated: 2021/12/16

ChemScene

Product number: CS-W000813
Product name: 1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Purity: >98.0%
Packaging: 10g
Price: $160
Updated: 2021/12/16

Synthonix

Product number: T10047
Product name: 1-(Tetrahydropyran-4-yl)-1Hpyrazole-4-boronicacidpinacolester
Purity: 97.0%
Packaging: 10g
Price: $180
Updated: 2021/12/16

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1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Chemical Properties,Usage,Production

Chemical Properties

1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Appearance is white to light yellow powder to crystalline, melting point 113.0 ~117.0 °C.

Uses

1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is an important pharmaceutical intermediate compound used in the preparation of crizotinib.

Synthesis

1040377-02-3

73183-34-3

1040377-03-4

A reaction mixture was prepared from 4-bromo-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole (1.0 g, 4.33 mmol) and pinacol ester of bis(boronic acid) (1.32 g, 5.19 mmol) in 10 mL DMF. Potassium acetate (1.27 g, 12.98 mmol) and 1,1'-bis(diphenylphosphino)ferrocene-palladium(II) dichloride dichloromethane complex (177 mg, 0.22 mmol) were added sequentially and the reaction was carried out under argon protection. The reaction mixture was stirred at 80 °C for 10 hours. After completion of the reaction, the reaction solution was diluted with 40 mL of water and subsequently extracted with ethyl acetate (30 mL x 3). The organic phases were combined, washed sequentially with water (30 mL x 3) and brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (ethyl acetate/petroleum ether, 1/4) to afford 1-(tetrahydropyran-4-yl)-1H-pyrazole-4-boronic acid pinacol ester (39) as a white solid in 68% yield. The product was characterized by NMR (300 MHz, CDCl3): δ 7.80 (s, 1H), 7.75 (s, 1H), 4.42-4.31 (m, 1H), 4.12-4.07 (m, 2H), 3.57-3.49 (m, 2H), 2.13-1.99 (m, 4H), 1.32 (s, 12H).

References

[1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 17, p. 5169 - 5180
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 21, p. 6804 - 6820
[3] Patent: WO2015/81257, 2015, A2. Location in patent: Page/Page column 84-85
[4] Patent: WO2011/79804, 2011, A1. Location in patent: Page/Page column 41
[5] Patent: US2012/245178, 2012, A1. Location in patent: Page/Page column 25

1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Preparation Products And Raw materials

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1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Suppliers

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ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 1-(Tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 1040377-03-4
Price: US $3.00-9.00/KG
Min. Order: 0.1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2025-07-05

Career Henan Chemical Co

Product: 1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 1040377-03-4
Price: US $2.00/KG
Min. Order: 1g
Purity: 98%MIN
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Release date: 2020-01-07

Career Henan Chemical Co

Product: 1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1000KGS
Release date: 2019-12-18

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1-(Tetrahydropyran-4-yl)-1Hpyrazole-4-boronic acid pinacol ester - [T10047]

1040377-03-4