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
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
N-Bromosuccinimide Price
- Product number
- M336305
- Product name
- (1-(Methoxymethyl)-1h-Pyrazol-4-Yl)BoronicAcidPinacolEster
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- M336305
- Product name
- (1-(Methoxymethyl)-1h-Pyrazol-4-Yl)BoronicAcidPinacolEster
- Packaging
- 100mg
- Price
- $130
- Updated
- 2021/12/16
- 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
- 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
- Product number
- CM207175
- Product name
- 1-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
- Purity
- 95%
- Packaging
- 1g
- Price
- $110
- Updated
- 2021/12/16
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
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