反应详情

The product from Example 59 (2.9211 g, 6.053 mmol) and anisole (2 drops) were mixed in AcOH (10 mL) and 4N HCl (10 mL) and stirred at 25° C. overnight, fitted with a drying tube. The mixture was adjusted to pH 13 with 1N NaOH with stirring in ice-H2O and then extracted with CH2Cl2 (2×70 mL). The combined organic fraction was dried (Na2SO4), filtered through celite, and evaporated. The product was gravity column chromatographed eluting with CHCl3:2% NH3 before it was converted to the HCl salt with Et2O—HCl to yield 15 HCl.(0.5531 g, 22%, unoptimized): m.p. (HCl salt) 200° C. (dec); 1H NMR (HCl salt, DMSO-d6) δ1.98 (br s, 4H, —CH2CH2—), 2.86 (s, 3H, —NCH3), 3.2-4.3 (complex, 8H, 4 —CH2—), 7.16 (d, J=7.4 Hz, 2H, aromatic), 7.33 (d, J=7.5 Hz, 2H, aromatic), 7.7 (m, 2H, aromatic), 8.08 (s, 1H, aromatic), 8.23 (m, 1H, aromatic). MS(FAB) m/z 383. Anal. (C, H, N) C21H26N4O30.2HCl.0.75H2O.

1. customfitted with a drying tube
2. extractionextracted with CH2Cl2 (2×70 mL)
3. dry with materialThe combined organic fraction was dried (Na2SO4)
4. filtrationfiltered through celite
5. customevaporated
6. customchromatographed
7. washeluting with CHCl3