1,2-Dichloroethane → HCID 58951437, compound

Participants

Reaction Steps

To a mixture of [2-(4-Benzyloxy-phenyl)-5-methyl-oxazol-4-yl]-acetic acid [CAS 403611-89-2] (2.2 g, 6.8 mmol) in CH2Cl2 (40 mL) is added EDC (1.57 g, 8.2 mmol) and HOBT (1.11 g, 8.2 mmol). After a few minutes, (R)-2-methylpyrrolidine hydrochloride [CAS 41720-98-3] (1.0 g, 8.2 mmol) and DIPEA (2.5 mL, 13.6 mmol) are added. The mixture is stirred at room temperature overnight. The mixture is partitioned between EtOAc and water. The aqueous phase is extracted with EtOAc (2×), and the combined organic phase is washed with brine, dried (Na2SO4), and concentrated. The residue is purified by flash chromatography [120 g SiO2, elute gradient 30% EtOAc/hexane to 80% EtOAc/hexane) to yield 1.25 g of the title compound as a yellow oil. MS (m/e): 391.2 (M+1)

Provenance & Evidence