1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-((R)-6-((cyclopropylamino)methyl)-1,2,3,4-tetrahydronaphthalen-1-yl)-2-((R)-3-oxo-1-tosyl-1,2,3,4-tetrahydropyrazin-2-yl)acetamide

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Reaction Steps

(R)-2-(3-oxo-1-tosyl-1,2,3,4-tetrahydropyrazin-2-yl)acetic acid (6 g, 19.33 mmol) was dissolved in anhydrous DMF (100 mL). (R)-(5-Amino-5,6,7,8-tetrahydronaphthalen-2-yl)methanol (3.77 g, 21.27 mmol) and HOBt (Aldrich, 3.14 g, 23.20 mmol) were added followed by EDCI (Aldrich, 4.45 g, 23.20 mmol). The mixture was stirred at RT for 5 h. EtOAc (250 mL) was added and the solution was washed with saturated sodium bicarbonate/brine (2×200 mL), then with 10% HCl/brine (200 mL), then with brine (200 mL). It was concentrated and dried in vacuo to give the desired product.

Provenance & Evidence