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

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CAS:1029716-44-6
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CAS:1029716-44-6
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Products Intro: Product Name:1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
CAS:1029716-44-6
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Products Intro: Product Name:1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
CAS:1029716-44-6
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Products Intro: Product Name:1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
CAS:1029716-44-6
Purity:0.99 Package:1kg|25kg

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

1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Basic information
Product Name:1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Synonyms:1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1H-Pyrazole, 1-(1-ethoxyethyl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;1-(1-ethoxyethyl)-4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;(1-(1-ethoxyethyl)-1H-pyrazol-4-yl)boronic acid;1-(1-ethoxyethyl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyrazole;1-(1-Ethoxyethyl)-1H-pyrazole-4-boronic acid pinacol ester;1-(1-EthoxyEthyl)-Pyrazole- 4-Boronic acid Pinacolate;1-(1-Ethoxyethyl)
CAS:1029716-44-6
MF:C13H23BN2O3
MW:266.14
EINECS:689-230-6
Product Categories:1029716-44-6
Mol File:1029716-44-6.mol
1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Structure
1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Chemical Properties
Boiling point 353.3±22.0 °C(Predicted)
density 1.06
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka1.55±0.10(Predicted)
form solid
color White
InChIInChI=1S/C13H23BN2O3/c1-7-17-10(2)16-9-11(8-15-16)14-18-12(3,4)13(5,6)19-14/h8-10H,7H2,1-6H3
InChIKeyIZKVGEWCELXYRI-UHFFFAOYSA-N
SMILESN1(C(OCC)C)C=C(B2OC(C)(C)C(C)(C)O2)C=N1
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
HazardClass IRRITANT
HS Code 2933199090
MSDS Information
1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Usage And Synthesis
Uses1-(1-Ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is an important pharmaceutical intermediate of Baricitinib.
Synthesis
1H-Pyrazole, 4-broMo-1-(1-ethoxyethyl)-

1024120-52-2

2-Methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1195-66-0

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

1029716-44-6

Step 3: To a pre-oven-dried vial at room temperature was added a lithium isopropylmagnesium chloride solution (1.0 M, dissolved in THF, 6.32 mL, 8.22 mmol). Subsequently, 4-bromo-1-(1-ethoxyethyl)-1H-pyrazole (1.00 g, 4.56 mmol) was slowly added dropwise to this solution. The reaction mixture was stirred continuously at room temperature for 16 hours. Upon completion of the reaction, the mixture was cooled to -20 °C and 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.73 g, 10.95 mmol) was added via syringe. Subsequently, the reaction mixture was slowly warmed up to room temperature. After continued stirring at room temperature for 2 h, the reaction was quenched by the addition of saturated aqueous ammonium chloride solution (15 mL), at which time the formation of a white precipitate was observed. The mixture was diluted with additional water (20 mL) and extracted with hexane (140 mL each time, 2 times). The organic phases were combined and washed sequentially with saturated aqueous sodium bicarbonate and brine, then dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated to give 1.20 g (99% yield) of the target product 1-(1-ethoxyethyl)-4-pyrazoleboronic acid pinacol ester as a colorless oil.

References[1] Patent: WO2014/74661, 2014, A1. Location in patent: Paragraph 00251
[2] Patent: WO2015/69310, 2015, A1. Location in patent: Paragraph 00175
[3] Patent: TWI582077, 2017, B. Location in patent: Page/Page column 82
[4] Organic Letters, 2009, vol. 11, # 9, p. 1999 - 2002
[5] Patent: US2010/190981, 2010, A1. Location in patent: Page/Page column 105
Tag:1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(1029716-44-6) Related Product Information
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