Synthetic Route of 68282-47-3,Some common heterocyclic compound, 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, molecular formula is C10H8N2O, 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. 8: 4-6. 7-DIMETHOXY-2-f (2-PHENYL-l-IMIDAZOL-5- YL)METHYL]-1,2,3,4-TETRAHYDROISOQUINOLIN-1-YL}METHYL)-N,N- DIETHYLBENZAMIDE; INTERMEDIATE 5.1. 5 (15 mg, 0. 04 mmol) and 2-phenyl-4 (5) – imidazolecarbaldehyde (20 mg, 0.12 mmol) were dissolved in DCE (1.0 mL) and stirred for 15 min at room temperature. Sodium triacetoxyborohydride (34 mg, 0.16 mmol) was added and the reaction mixture was stirred for 18 h at room temperature. 1 M aqueous sodium hydroxide solution (15 mL) and DCM (15 mL) were added, the mixture stirred for 30 min and passed through a Whatman IPS silicon-treated filter paper. The organic layer was evaporated in vacuo and the crude product was purified by flash chromatography to give the product (12.5 mg, 0.025 mmol, 63%). 1H NMR (500 MHz, CDC13) : 15 1. 10,1. 27 (2 brs, 6H), 2.92-3. 12,3. 42-3. 64,3. 85-3.90 (3 m, 10H), 3.24 (brs, 2H), 3.73, 3. 88 (2 s, 6H), 3.95 (m, 1H), 6.28 (brs, 1H), 6.63 (s, 1H), 7.12, 7.24 (m, 4H), 7.29 (s, 1H), 7.34 (d, J 7.0 Hz, 1H), 7.43 (dd, J 7.0 Hz, 2H), 7.84 (d, J 7 Hz, 2H). 13C NMR (125 MHz, CDC13) : a 13. 1,14. 4,23. 3,39. 6,42. 3,43. 5, 56.1, 61.6, 111.4, 111. 8, 125.3, 126.5, 129.0, 129.9, 128.7, 130.1, 130.3, 135.4, 2 x 147.2, 147.9, 171.6. (+) LRESIMS m/z 539 [M+H] +.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Phenyl-1H-imidazole-4-carbaldehyde, its application will become more common.