Nitrogen → HCID 67128462, compound

Participants

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 5-(3-chloro-phenyl)-2-methyl-oxazole-4-carboxylic acid (57 mg, 0.24 mmol) in CH2Cl2 (2.4 mL) was treated sequentially with DMAP (7 mg, 0.06 mmol), HOBt (39 mg, 0.29 mmol), EDC.HCl (114 mg, 0.60 mmol) and DIPEA (0.16 mL, 0.96 mmol) and the resulting mixture was stirred at rt for 30 min. This solution was then treated with 1-[5-(4-amino-thiazol-2-ylmethyl)-thiophen-2-yl]-ethanone hydrochloride (66 mg, 0.24 mmol) and the reaction mixture was stirred for 2 days at rt. CH2Cl2 (20 mL) was then added and the org. phase was washed with water (15 mL) followed by brine (15 mL). The org. phase was then dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (6:4 hept:EA) gave the title compound as a yellow oil. TLC: rf (6:4 hept-EA)=0.19. LC-MS-conditions 02: tR=1.18 min, [M+H]+=458.08.

Provenance & Evidence