5-methyl-1H-pyrazole-3-carbaldehyde

Reference 4 Preparation of 3-formyl-5-methylpyrazole; Under nitrogen environment, 3-ethoxycarbonyl-5-methylpyrazole (1.0 g, 4.34 mmol) was dissolved in 15 ml of purified toluene, and DIBAL (8.68 ml, 8.62 mmol) was slowly added and stirred at -78°C. The reaction progress and completion were confirmed using TLC (hexane : EtOAc = 6 : 1). Upon completion of the reaction, MeOH and water were slowly added to the reaction mixture and the resulting mixture was filtered through a celite bed, and the aqueous layer was extracted with EtOAc. The organic layer was dried over anhydrous MgSOReference 4; Preparation of 3-formyl-5-methylpyrazole; Under nitrogen environment, 3-ethoxycarbonyl-5-methylpyrazole (1.0 g, 4.34 mmol) was dissolved in 15 ml of purified toluene, and DIBAL (8.68 ml, 8.62 mmol) was slowly added and stirred at -78° C. The reaction progress and completion were confirmed using TLC (hexane:EtOAc=6:1). Upon completion of the reaction, MeOH and water were slowly added to the reaction mixture and the resulting mixture was filtered through a celite bed, and the aqueous layer was extracted with EtOAc. The organic layer was dried over anhydrous MgSO5(3)-Diethoxymethylen-3(5)-methylpyrazole (40) was dissolved in1percent HCl (5 mL) and stirred for 24 h at r.t. The resulting precipitate wasfiltered off and washed with distilled H2O (10 mL) and MeOH (10 mL)and dried under vacuum.Yield: 96percent (0.56 g, 5.10 mmol); beige-colored solid; mp 177 °C.1H NMR (400 MHz, DMSO-d6 + a drop of CF3COOD): δ = 9.98 (s, 1 H), 6.82 (s, 1 H), 2.52 (s, 3 H).13C NMR (100 MHz, DMSO-d6 + a drop of CF3COOD): δ = 187.00, 151.26, 141.69, 103.73, 10.56.MS (EI, 70 eV): m/z = 110 [M]+, 82 [M – CO]+, 67 [M – C2H4O]+, 53 [M –CH2ON2]+.5(3)-Diethoxymethylen-3(5)-methylpyrazole (40) was dissolved in1% HCl (5 mL) and stirred for 24 h at r.t. The resulting precipitate wasfiltered off and washed with distilled H2O (10 mL) and MeOH (10 mL)and dried under vacuum.Yield: 96% (0.56 g, 5.10 mmol); beige-colored solid; mp 177 C.1H NMR (400 MHz, DMSO-d6 + a drop of CF3COOD): delta = 9.98 (s, 1 H), 6.82 (s, 1 H), 2.52 (s, 3 H).13C NMR (100 MHz, DMSO-d6 + a drop of CF3COOD): delta = 187.00, 151.26, 141.69, 103.73, 10.56.MS (EI, 70 eV): m/z = 110 [M]+, 82 [M - CO]+, 67 [M - C2H4O]+, 53 [M -CH2ON2]+.General procedure: To a suspension of General procedure: To a suspension of

Molecular Weight:110.11
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:110.048012819
Monoisotopic Mass:110.048012819
Topological Polar Surface Area:45.8
Heavy Atom Count:8
Complexity:94.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes