Nitrogen → HCID 67128468, 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-phenyl-1,3-oxazole-4-carboxylic acid (40 mg, 0.21 mmol) in CH2Cl2 (2.0 mL) was treated sequentially with DMAP (6 mg, 0.05 mmol), HOBt (34 mg, 0.25 mmol), EDC.HCl (101 mg, 0.53 mmol) and DIPEA (0.14 mL, 0.85 mmol) and the resulting mixture was stirred at rt for 15 min. This solution was then added to a solution of 1-[5-(4-amino-thiazol-2-ylmethyl)-thiophen-2-yl]-ethanone hydrochloride (58 mg, 0.21 mmol) in dry CH2Cl2 (0.5 mL) and the reaction mixture was stirred for 2 days at rt. CH2Cl2 (20 mL) was then added and the org. phase was washed with 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 (1:1 hept:EA) followed by HPLC gave the title compound as a yellow solid. LC-MS-conditions 05: tR=0.98 min, [M+H]+=410.16.

Provenance & Evidence