Reference of 68282-47-3, These common heterocyclic compound, 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, 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.
COMPOUND 12.1. 36: 1-{4-[(DIETHYLAMINO)CARBONYL]PHENYL}-2-[(2- PHENYL-1N-IMIDAZOL-5-Y ; L) METHYL1-L23, 4- TETRAHYDROISOQUINOLIN-6-YL DIMETHYLSULFAMATE; INTERMEDIATE 6.4. 2 (12 mg, 0.028 mmol) and 2-phenyl-4 (5)- imidazolecarbaldehyde (10 mg, 0.056 mmol) were dissolved in 1,2-dichloroethane (3 mL) and sodium triacetoxyboronhydride (18 mg, 0. 084 mmol) was added. The mixture was stirred for 18 h after which ethyl acetate and 1 M aqueous sodium hydroxide solution were added. After phase separation the aqueous phase was extracted with more ethyl acetate and the combined organic phases were washed with water and brine. Resin-bound tosylhydrazine (147 mg, 1.5 mmol/g) was added and the mixture was stirred for 2 h. After filtration and thorough washing of the resin, the filtrate was evaporated and the residue was purified by flash chromatography to yield the product (11 mg, 0.019 mmol, 67%). 1H NMR (500 MHz, CDCl3) : 1.14, 1.27 (2 brs, 6H), 2.67, 2.86, 3.05, 3.17 (4 m, 4H), 2.97 (s, 6H), 3.18, 3.60 (2 brs, 4H), 3. 51, 3.60 (2 d, J 12.0 Hz, 2H), 4.72 (s, 1H), 6.69 (d, 8.5 Hz, 1H), 6.92 (s, 1H), 6.94 (dd, J 8. 5,2. 0 Hz, 1H), 7.08 (d, J 2.0 Hz, 1H), 7.34 (m, 7H), 7.86 (d, J 7.5 Hz, 2H). (+) LRESIMS m/z 559 (100) [M+H] +.
The synthetic route of 68282-47-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem