Diisopropylethylamine → HCID 21019793, compound

Participants

Reaction Steps

A solution of 2-amino-N-(5-cyano-thiophen-2-ylmethyl)-acetamide (150 mg, 0.485 mmol), (±)-2-(3-cyano-benzyl)-4-methanesulfonyl-2-methoxycarbonylamino-butyric acid (172 mg, 0.485 mmol), HATU (369 mg, 0.97 mmol), and DIEA (178 μL, 0.97 mmol) in acetonitrile (5.0 mL) was stirred at rt overnight. The solution was diluted with EtOAc (20 mL) washed with HCl (1M, 10 mL), NaHCO3 (sat., 10 mL), brine (10 mL), and removed in vacuo to give an oil. Column chromatography (MeOH/CH2Cl2, 5:95) gave an oil corresponding to the title compound (100 mg, 39%), MS (electrospray) 532 (M+1). (±)-[1-(3-Carbamimidoyl-benzyl)-1-({[(5-carbamimidoyl-thiophen-2-ylmethyl)-carbamoyl]-methyl}-carbamoyl)-3-methanesulfonyl-propyl]-carbamic acid methyl ester. (Compound 4)

Provenance & Evidence