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ChemicalBook CAS DataBase List tert-Butyl 4-forMyl-1H-pyrazole-1-carboxylate

tert-Butyl 4-forMyl-1H-pyrazole-1-carboxylate synthesis

3synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
821 suppliers
$13.50/25G

35344-95-7 Synthesis
1H-Pyrazole-4-carboxaldehyde

35344-95-7
186 suppliers
$32.00/1g

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Yield:821767-61-7 98 %

Reaction Conditions:

in acetonitrile at 25;

Steps:

IV.6 Synthesis of tert-butyl 4-formyl-1H-pyrazole-1-carboxylate.

Di-tert-butyl dicarbonate (4.54 g, 20.81 mmol) was added to a solution of 1H-pyrazole-4-carbaldehyde (2.0 g, 20.81 mmol) in MeCN (21 ml) and the mixture was stirred at room temperature for 18 h. The reaction mixture was concentrated in vacuo to give an oil, which was diluted with water (20 mL) and extracted with EtOAc (3 x 20 mL). The organic phases were combined, washed with HC1 (0.5M aq., 20 mL), brine (20 mL), passed through a phase separator cartridge and concentrated in vacuo to give the title compound (4.04 g, 98 %) as a pale yellow solid. 1 H NMR (400 MHz, DMSO) δ 9.93 (s, 1H), 9.04 (s, 1H), 8.22 (s, 1H), 1.61 (s, 9H).

References:

WO2022/197763,2022,A1 Location in patent:Paragraph 0356