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ChemicalBook CAS DataBase List Pyrazolo[1,5-a]pyrimidine-4(5H)-carboxaldehyde, 6,7-dihydro- (9CI)
126352-82-7

Pyrazolo[1,5-a]pyrimidine-4(5H)-carboxaldehyde, 6,7-dihydro- (9CI) synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

with formic acid;acetic anhydride in dichloromethane;

Steps:

2.2 Preparation 2

(2) To acetic anhydride (0.153 ml) was added formic acid (0.077 ml) at 15-20° C. The mixture was stirred at ambient temperature for 30 minutes. To this solution was added 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (100 mg) under ice-cooling and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was added to a mixture of dichloromethane and aqueous sodium bicarbonate solution. The separated organic layer was dried over magnesium sulfate and evaporated in vacuo to give 4-formyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (79.9 mg). IR (Nujol): 1670, 1535, 1500, 1450, 1430, 1400 cm-1. NMR (DMSO-d6, δ): 1.97-2.27 (2H, m), 3.62-3.91 (2H, m), 3.97-4.24 (2H, m), 6.22 and 6.48 (1H, each d, J=3 Hz), 7.29 (1H, d, J=3 Hz), 8.19 and 8.77 (1H, each s).

References:

US5173485,1992,A