Acetaldehyde → HCID 73294554, compound

Participants

Reaction Steps

To a solution of 2-(5-(4-chlorophenyl)-3-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)-1H-pyrazol-1-yl)aniline (Example 62) (50 mg, 0.12 mmol, 1 eq) in THF (2 mL) was added acetaldehyde (0.028 mL, 0.49 mmol, 4 eq). After 15 min, sodium cyanoborohydride (61 mg, 0.98 mmol, 8 eq) and acetic acid (0.1 mL) were added and the solution stirred 3 days. Water and NaHCO3 were added, extracted with DCM, dried over MgSO4 and concentrated. Purification by column chromatography (8 g) eluting with 15 to 30% EtOAc/hex gave the title compound (28.3 mg, 50%).

Provenance & Evidence