1,2-Dichloroethane → HCID 57465130, compound

Participants

Reaction Steps

Compound E was dissolved in DCE (150 mL) and n-butylaldehyde (49.7 mmol, 4.4 mL, 1.5 eq.) was added thereto. Sodium triacetoxyborohydride (11.93 g, 56.3 mmol, 1.7 eq.) was then gradually added and the reaction mixture was stirred for four hours at room temperature. The reaction mixture was diluted with DCM (500 ml) and washed with saturated aqueous NaHCO3 solution (500 mL). The aqueous phases were extracted with DCM (100 mL) and the combined organic phases were washed with saturated aqueous NaCl solution (500 mL), dried over sodium sulphate and the solvent was removed under vacuum. The untreated product was purified by means of column chromatography (SiO2, heptane/EtOAc 4:1→3:1) and 5.7 g (65%) of the desired product 2-butylamino-5,6,7,8-tetrahydro-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester (F) were obtained.

Provenance & Evidence