ChemicalBook > CAS DataBase List > 1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

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

Product Name
1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
CAS No.
1301198-65-1
Chemical Name
1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Synonyms
1-(Methoxymethyl)pyrazole-4-boronic Acid Pinacol Ester;(1-(METHOXYMETHYL)-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER;1-(methoxymethyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1H-Pyrazole, 1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;1-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole - [M18508]
CBNumber
CB73108458
Molecular Formula
C11H19BN2O3
Formula Weight
238.09
MOL File
1301198-65-1.mol
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1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Property

Boiling point:
333.5±22.0 °C(Predicted)
Density 
1.08±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
1.49±0.10(Predicted)
Appearance
Colorless to light yellow Liquid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M336305
Product name
(1-(Methoxymethyl)-1h-Pyrazol-4-Yl)BoronicAcidPinacolEster
Packaging
100mg
Price
$130
Updated
2021/12/16
TRC
Product number
M336305
Product name
(1-(Methoxymethyl)-1h-Pyrazol-4-Yl)BoronicAcidPinacolEster
Packaging
10mg
Price
$45
Updated
2021/12/16
Synthonix
Product number
M18508
Product name
1-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Purity
97%
Packaging
250mg
Price
$50
Updated
2021/12/16
AK Scientific
Product number
3270DT
Product name
1-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Packaging
5g
Price
$676
Updated
2021/12/16
Alichem
Product number
1301198651
Product name
1-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Packaging
5g
Price
$994.28
Updated
2021/12/16
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1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Chemical Properties,Usage,Production

Synthesis

269410-08-4

13057-19-7

1301198-65-1

General procedure for the synthesis of 1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole from 4-pyrazole boronic acid pinacol ester and iodomethyl methyl ether: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (10.00 g, 51.5 mmol) was dissolved in acetonitrile (40 mL) and stirred under nitrogen protection at 35 °C for 5 min, followed by cooling to 0 °C. At room temperature, iodomethyl methyl ether (21.83 mL, 258 mmol) and potassium carbonate (35.6 g, 258 mmol) were added sequentially, and the reaction mixture was stirred at 35 °C for 3 h and then cooled to room temperature. The insoluble material was removed by filtration and the filtrate was concentrated under vacuum. The residue was dissolved in ethyl acetate, the organic phase was washed with water, dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography (100 g silica gel, elution gradient: 0 to 50% hexane solution of ethyl acetate) to afford 1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (6.45 g, 50% purity by LCMS, 26% yield) as a yellow liquid, which was used directly in the next step of the reaction.LCMS (Method G): retention time 0.85 min, [M+H]+=238.8.

References

[1] Patent: WO2011/54841, 2011, A1. Location in patent: Page/Page column 91-92
[2] Patent: WO2011/134971, 2011, A1. Location in patent: Page/Page column 12; 56; 57
[3] Patent: US2012/208798, 2012, A1. Location in patent: Page/Page column 41
[4] Patent: US2013/40984, 2013, A1. Location in patent: Paragraph 0399-0402

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

Raw materials

Preparation Products

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

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1301198-65-1, 1-(methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleRelated Search:


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