4-bromo-1-methyl-1H-pyrazole-5-carbaldehyde → (4-bromo-1-methyl-1H-pyrazol-5-yl)(phenyl)methanol

Participants

Reaction Conditions

Reaction Steps

4-Bromo-2-methyl-2H-pyrazole-3-carbaldehyde (1.00 g; 5.29 mmol) is dissolved in 5.0 ml of anhydrous THF and cooled down to −78° C. Phenylmagnesium chloride 2 mol/l (6.61 ml; 13.2 mmol) is added and the reaction mixture is stirred for 1 hour. It is warmed up to 0° C. and is quenched carefully with water, then extracted with DCM. The organic layers are pooled, dried over MgSO4 and purified by using reversed phase chromatography under basic conditions.

Provenance & Evidence