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ChemicalBook CAS DataBase List 1H-Pyrazole-4-carboxaldehyde

1H-Pyrazole-4-carboxaldehyde synthesis

5synthesis methods
-

Yield:35344-95-7 52.33%

Reaction Conditions:

with manganese(IV) oxide in acetone at 60; for 4 h;

Steps:

19.3 Step-3: Preparation of lH-Pyrazole-4-carbaIdeiyde:
To a stirred solution of lH-pyrazol-4- ylmethanol 19-3 (4000 mg, 40.77 mmol) in acetone (10 rnL) was added manganese dioxide (35.45 g, 407.73 mmol). The reaction mixture was heated at 60°C for 4 hours and then filtered through celite and concentrated under reduced pressure. The crude material was purified by column chromatography at 2% methanol in dichloromethane to afford l H-pyrazole-4-carbaldehyde 19-4 (2.05 g, 21.33 mmol, 52.33% yield) as light yellow solid. 'H NMR (400 MHz, DMSO-d6) d 13.55 (hr s, 1 1 1 ), 9.84 (s, 1 1 1 ), 8.49 (br s, 1 1 1 ), 8.00 (br s, 1 1 1 ):

References:

C4 THERAPEUTICS, INC.;VEITS, Gesine, Kerstin;HE, Minsheng;HENDERSON, James, A.;NASVESCHUK, Christopher, G.;PHILLIPS, Andrew, J.;GOOD, Andrew, Charles WO2019/191112, 2019, A1 Location in patent:Page/Page column 318; 319

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