4-(3-Chloropropyl)morpholine → 3-Benzyl 1-methyl 4-(4-(dibutylcarbamoyl)-1-(3-morpholinopropyl)-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 (130 mg, 0.26 mmol) and 4-(3-chloropropyl)morpholine (53 mg, 0.27 mmol) were converted to the title compound. (65 mg, 40%). 1H NMR (CD3OD) δ 8.67 (d, J=2.0 Hz, 1H), 8.33 (dd, J=8.0, 1.6 Hz, 1H), 7.70 (d, J=8.0 Hz, 1H), 7.62 (s, 1H), 7.38-7.32 (m, 5H), 5.21 (s, 2H), 4.01 (s, 3H), 3.84-3.80 (m, 4H), 3.59-3.50 (m, 6H), 2.20-2.11 (m, 6H), 1.70-1.60 (m, 6H), 1.45-1.25 (m, 4H), 1.05-0.82 (m, 6H); MS(ESI+) m/z 619 (M+H)+.

Provenance & Evidence