Dimethylamine → 4-[2-Cyano-3-[[(3s)-hexahydro-2-oxo-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-1h-azepin-3-yl]amino]-3-[(2-methyl-5-benzofuranyl)amino]-1-oxo-2-propenyl]-n,n-dimethylbenzamide

Participants

Reaction Steps

The compound of Example 2 (59 mg, 0.10 mmol) was dissolved in 1 mL of acetonitrile. To the solution was added TFFH (26.4 mg, 0.10 mmol) and triethylamine (0.016 mL, 0.11 mmol). The reaction mixture was stirred at room temperature for 30 min and then 2 M dimethyl amine in THF (0.060 mL, 0.12 mmol) was added. The reaction mixture was stirred at room temperature for an additional 2 h. The reaction mixture was loaded onto a SCX cartridge (prewashed with methanol and then acetonitrile). The column was eluted with acetonitrile, 1/1 acetonitrile/methanol and methanol to provide the title compound (44 mg, 72%) as a white solid: MS (ESI, pos. ion spectrum) m/z 611 (M+H); HPLC (method B) tR 3.7 min, purity 100%.

Provenance & Evidence