Synthetic Route of 68282-53-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
COMPOUND 14.1. 6: N, N-DIETHYL-4-r6-METHOXY-2-Lt5-METHYL-lH- IMIDAZOL-4-YL)METHYL]-7-(PYRIDIN-3-YLOXY)-1,2,3,4- TETRAHYDROISOQUINOLIN-1-YL] BENZAMIDE; To INTERMEDIATE 10.2. 4 (52 mg, 0.097 mmol) was added a solution of hydrogen chloride in 1,4-dioxane (4M, 1 mL) at RT and the mixture was stirred for 1 hr. Solvent was removed by applying a stream of nitrogen and followed by under vacuum. The dried residue was re-dissolved in 1,2-dichloroethane (5 mL). To this solution added4-methyl-lH-imidazole-5-carboxaldehyde (13 mg, 0.1176 mmol, 1.2 eq) and sodium triacetoxyborohydride (62 mg, 0.294 mmol, 3eq) and stirred at room temperature overnight. The reaction. mixture was then quenched with saturated aqueous sodium bicarbonate (2 mL), extracted with ethyl acetate (2 x 10 mL}. The extracts were washed with brine (2 x 5 mL), dried over MgS04, concentrated. Product was purified by flash chromatography to afford COMPOUND 14. 1.6 (8 mg, 0.015 mmol, 14%). 1HNMR (500 MHz, CD30D): 8 1. 25 (br s, 3H), 1.33 (br s, 3H), 1.05 (s, 3H), 2.62 (m, 1H), 2.91 (m, 1H), 3.12 (m, 1H), 3.19 (m, 1H), 3,21 (br s, 2H), 3.35 (s, 3H), 3.36 (d, J 13 Hz, 1H), 3.59 (br s, 2H), 3.67 (d, J 13 Hz, 1H), 3.75 (s, 3H), 4.61 (s, 1H), 6.40 (s, 1H), 6. 88 (s, 1H), 7. 12-8. 00 (m, 8H), 8.18 (s, 1H). 13C NMR (125 MHz, CD30D) : 8 9.42, 11.89, 13. 18, 28.47, 39.73, 43.80, 49.42, 53.61, 55. 18, 67.96, 112.77, 122. 14,124. 43,126. 20,129. 78, 130. 98, 133.37, 136.06, 137.59, 141.00, 142.11, 145.98, 150.22, 156.00, 172.33. (+) LRESIMS m/z 526 [M+H] +.
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, 5-Methyl-1H-imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem