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CAS No. : | 1020174-04-2 | MDL No. : | MFCD04114000 |
Formula : | C10H17BN2O2 | Boiling Point : | 308.3°C at 760 mmHg |
Linear Structure Formula : | - | InChI Key : | N/A |
M.W : | 208.07 g/mol | Pubchem ID : | 2760077 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
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Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44.19% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 95℃; for 5 h; Inert atmosphere | Intermediate 702: 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Compound 701 (0.2 g, 1.24 mmol) was dissolved in 5 ml of 1,4-dioxane, added with 0.378 g (1.49 mmol) of bis(pinacolato)diboron, 0.365 g (3.72 mmol) of potassium acetate, and 0.11 g (0.124 mmol) of [1,1-bis(di-phenylphosphino)ferrocene]palladium chloride dichloromethane complex under the protection of nitrogen, heated to 95 °C and reacted for 5 h, and then cooled to room temperature. 15 mL of water was added, stirred for 1 h, and filtered to afford 0.114 g of solid. Yield: 44.19percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
54% | With n-butyllithium In tetrahydrofuran at -65 - -50℃; for 2 h; Inert atmosphere; Large scale | The compound 3-iodo-1-methyl-1H-pyrazole (2000 g, 9.6 mol, 1.0 eq)Was dissolved in 8 L of dry tetrahydrofuran,Then, Isopropoxyboronic acid pinacol ester (2146.1 g, 11.5 mol, 1.2 eq) was added to the solution,The solution was cooled to -65 to -50 ° C,Under argon protection,Was added dropwise n-butyllithium (6.25L, 12.5mol, 1.3eq),After completion of the dropwise addition, the reaction was stirred for 2 h at this low temperature,An aqueous solution of hydrochloric acid (1 mol / L) was added to the reaction solution to quench the reaction,The reaction solution was extracted three times with ethyl acetate,The combined organic layers were dried over saturated brine and the organic phase was concentrated. 1-methyl-1H-pyrazol-3-boronic acid pinacol ester(1080.9 g, 0.24 mol),Yield 54.0percentPurity 97percent +. |
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