Aminoacetaldehyde dimethyl acetal → HCID 178496002, compound

Participants

Reaction Conditions

Reaction Steps

Trimethylaluminum (1.7 mL, 3.4 mmol) was added to a stirred solution of aminoacetaldehyde dimethyl acetal (0.37 mL, 3.4 mmol) in THF (2 mL) at 0° C. under nitrogen atmosphere. To this solution 5-phenoxymethyl-2H-pyrazole-3-carboxylic acid ethyl ester (0.7 g, 2.84 mmol) in THF (5 mL) was added at 0° C. The reaction was heated at 130° C. for 2 minutes under microwave irradiation. Then mixture was quenched with a 2N solution of HCl (pH-3) and diluted with DCM. The organic layer was separated, dried (Na2SO4), filtered and the solvent evaporated in vacuo to yield 5-phenoxymethyl-2H-pyrazole-3-carboxylic acid (2,2-dimethoxy-ethyl)-amide (1.25 g, quantitative) as a brown oil that was used in the next step without further purification.

Provenance & Evidence