Electric Literature of 870837-18-6, The chemical industry reduces the impact on the environment during synthesis 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, I believe this compound will play a more active role in future production and life.
Synthesis of (Z)-(S)-4-[(1R,2R)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]-2-[1-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]methylidene]-6-methylmorpholin-3-one In nitrogen atmosphere, an acetonitrile solution (4 mL) of (S)-4-[(1R,2R)-2-tert-butyl-diphenylsilanyloxy-1-(3,4,5-trifluorophenyl)propyl]-2-hydroxy-6-methyl-morpholin-3-one (92 mg) and triphenylphosphine hydrobromide (68 mg) was heated under reflux for 1 hr. The solvent of the reaction solution was evaporated under reduced pressure. To an ethanol solution (4 mL) of the obtained residue, 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (40 mg) and TEA (0.12 mL) were added. The resulting reaction solution was stirred in nitrogen atmosphere at room temperature overnight and then concentrated under reduced pressure. To the obtained residue, trifluoroacetic acid (1 mL) was added. The resulting reaction solution was stirred at room temperature for 2 hr and then poured into a saturated sodium hydrogencarbonate aqueous solution. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium hydrogencarbonate aqueous solution and then with saturated saline and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex NH, eluding solvent; heptane:ethyl acetate=1:1 to 0:1) to give 61.9 mg of the title compound. The physical property values of this compound were as follows: ESI-MS; m/z 502 [M++H]. 1H-NMR (CDCl3) delta (ppm): 1.33 (d, J=6.0 Hz, 3H), 1.42 (d, J=6.0 Hz, 3H), 2.34 (s, 3H), 3.20 (dd, J=9.6, 12.8 Hz, 1H), 3.61 (dd, J=2.4, 12.8 Hz, 1H), 3.85 (s, 3H), 4.42-4.52 (m, 2H), 5.35 (d, J=6.8 Hz, 1H), 6.85 (s, 1H), 6.95 (s, 1H), 7.06-7.15 (m, 2H), 7.22 (d, J=8.0 Hz, 1H), 7.33 (dd, J=1.6, 8.0 Hz, 1H), 7.53 (d, J=1.6 Hz, 1H), 7.86 (s, 1H).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Eisai R&D Management Co., Ltd.; US2009/48213; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem