Research on new synthetic routes about 5-Methyl-1H-imidazole-4-carbaldehyde

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Related Products of 68282-53-1, A common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 29 3-(5-Methyl-3H-imidazol-4-ylmethylene)-4-piperidin-4-yl-1,3-dihydroindol-2-one, Acetic Acid Salt A mixture of 4-piperidin-4-yl-1,3-dihydroindol-2-one (124 mg, 0.57 mmol) and 5-methyl-3H-imidazole-4-carbaldehyde (62.8 mg, 0.57 mmol) in ethanol (3 mL) was stirred at room temperature for 2 days. The reaction was concentrated and the residue was column chromatographed (reverse phase) to give 23 mg of the title compound as a yellow acetic acid salt. 1H NMR (300 MHz, DMSO-d6) delta 13.89 (br s, 1H, NH), 11. 02 (br s, 1H, NH), 7.90 (s, 1H), 7.52 (s, 1H), 7.15 (t, J 7.8 Hz, 1H), 6.93 (d, J=7.8 Hz, 1H), 6.76 (d, J 7.8 Hz, 1H), 3.20 (m, 1H), 3.15 (m, 2H, CH2), 2.73 (m, 2H, CH2), 1.86 (m, 3H, CH3), 1.84 (m, 2H, CH2), 1.62 (m, 2H, CH2). MS m/z 309 [M++1].

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Tang, Peng Cho; Wei, Chung Chen; Huang, Ping; Cui, Jingrong; US2002/187978; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem