Dichloromethane → HCID 22348277, compound

Participants

Reaction Conditions

Reaction Steps

To a 4 mL screw cap vial charged with MP-BH3CN resin (Argonaut Technologies, loading 2.32 mmol/g; 0.056 g; 2 eq.) and 6-methoxy-4-(piperidin-4-ylamino)-chromen-2-one hydrochloride (I)(0.020 g, 0.064 mmol) a solution of the corresponding aldehyde (1.5 eq.) in 1.0 mL of 1:1 MeOH:CH2Cl2(1% AcOH) was added. The resulting mixture was agitated at 60° C. for 12 h. Then, additional MP-BH3CN resin (0.028 g; 1 eq.) was added followed by a solution of the aldehyde (0.75 eq.) in 0.5 mL of the same solvent. The resulting mixture was shaken at 60° C. for additional 12 h. The reaction mixture was then filtered and the resin washed with MeOH (1 mL, twice). The filtrate and the washes were combined, evaporated in vacuo and the residual oil was purified by reverse phase HPLC (TFA method).

Provenance & Evidence