Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) → 3-Benzyl 1-methyl 4-(4-(dibutylcarbamoyl)-1-(2-morpholinoethyl)-1H-imidazol-2-yl)isophthalate

Participants

Reaction Steps

Following a procedure analogous to that for the synthesis of Intermediate 274A, 3-benzyl 1-methyl 4-(4-(dibutylcarbamoyl)-1H-imidazol-2-yl)isophthalate (280 mg, 0.57 mmol) and 4-(2-chloroethyl)morpholine hydrochloride (106 mg, 0.57 mmol) were converted to the title compound (240 mg, 70%). 1H NMR (CDCl3) δ 8.68 (d, J=1.6 Hz, 1H), 8.23 (dd, J=8.0, 1.6 Hz, 1H), 7.62 (s, 1H), 7.53 (d, J=8.0 Hz, 1H), 7.36-7.32 (m, 3H), 7.25-7.23 (m, 2H), 5.14 (s, 2H), 3.97 (s, 3H), 3.92 (br s, 2H), 3.60-3.54 (m, 6H), 3.45 (br s, 2H), 2.37 (t, J=6.4 Hz, 2H), 2.20-2.18 (m, 4H), 1.63-1.56 (m, 4H), 1.38-1.22 (m, 4H), 0.95-0.82 (m, 6H); MS(ESI+) m/z 605.4 (M+H)+.

Provenance & Evidence