1,2-Dichloroethane → HCID 68902323, compound

Participants

Reaction Steps

A mixture of 4-(1-naphthylsulfonyl)-2-piperazin-1-ylbenzoxazole (0.070 g, 0.18 mmol), acetaldehyde (0.016 g, 0.36 mmol), NaBH(OAc)3 (0.075 g, 0.36 mmol), and acetic acid (0.021 g, 0.36 mmol) in 1,2-dichloroethane was stirred at room temperature overnight, diluted with 20% MeOH in CH2Cl2 (with 0.5% NH4OH) and filtered through a pad of silica gel. The filtrate was concentrated and purified by Gilson reverse phase HPLC. The purified material was treated with a solution of HCl in ether, stirred at room temperature for 5 minutes and concentrated to dryness to five the title compound (17 mg, 19%), characterized by NMR and mass spectral analyses. MS (ES+) m/e 422 (MH+).

Provenance & Evidence