反应详情

A solution of 3-butoxy-4-(1,1-dimethyl-propylamino)cyclobut-3-ene-1,2-dione (1.44 g, 6.0 mmol, Example 3) and 3-cyano-5-methylbenzylamine from Example 7, Step 3 (6.0 mmol) and tetrahydrofuran (15 mL) were stirred at room temperature for approximately 20 hours. An additional 7 mL of tetrahydrofuran were added and stirring continued for an additional 48 hours. The solvent was removed and the residue was recrystallized twice from methanol to provide 1.251 g (67%) of the title compound as a white solid: mp 231°-133° C. (softens 229° C.); 1H NMR (DMSO-d6) δ7.78 (m, 1H), 7.62 (m, 2H), 7.51 (s, 1H), 7.41 (s, br, 1H), 4.74 (d, 2H), 2.35 (s, 3H), 1.67 (m, 2H), 1.30 (s, 6H), 0.82 (m, 3H) ppm. IR (KBr): 3290, 2240, 1780, 1670 cm-1 ; MS (m/z) 311 (M+). HPLC indicates a major component (99.7%).

1. customThe solvent was removed
2. customthe residue was recrystallized twice from methanol