Ethanolamine → HCID 59737532, compound

Participants

Reaction Steps

A solution of aldehyde 191 (0.155 g, 0.41 mmol) in 1,2-dichloroethane (3.0 mL) was treated with ethanolamine (0.06 mL, 1 mmol) and the mixture was allowed to stir at room temperature for 6 h. The mixture was then treated with solid NaHB(OAc)3 (0.354 g, 1.67 mmol), more 1,2-dichloroethane (3 mL) and stirred a further 17 h at room temperature. The mixture was treated with 10% aqueous K2CO3, extracted with DCM, dried over MgSO4, filtered and concentrated. The residue was purified by flash column chromatography (eluent: 5 to 10% isopropanol in DCM with 1% triethylamine then 5 to 10% MeOH in DCM with 1% triethylamine, to give title compound 192 (77.5 mg, 44% yield).

Provenance & Evidence