Tag: 414.4978

Reference of 1402838-08-7, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1402838-08-7 as follows.

To a solution of (l-(3-bromophenyl)ethoxy)(tert-butyl)dimethylsilane (1.10 g, 3.47 mmol) in THF (15 mL) at -78 C was added n-BuLi (1.58 mL, 1.59 mmol; 2.2 M solution in hexanes). After stirring for 1.5 h, 2-(l-trityl-lH-imidazol-4-yl)benzaldehyde (900 mg, 2.17 mmol) was added as a solution in THF (6 mL). The mixture was allowed to warm to rt and stirred overnight. The reaction was diluted with water (30 mL) and the product was extracted with EtOAc (3 x 50 mL). The combined organic extract was washed with water (50 mL), dried over Na2S04 and concentrated under reduced pressure to afford the crude mixture. The crude was purified by CombiFlash to afford the desired product as white solid (1.28 g, 90.5 %). NMR (400 MHz, Chloroform-^ delta 7.47 – 7.01 (m, 24H), 6.88 (d, J = 10.9 Hz, 1H), 5.91 (s, 1H), 4.91 – 4.70 (m, 1H), 1.31 (dd, J = 6.2, 3.9 Hz, 3H), 0.84 (d, J = 20.4 Hz, 9H), -0.00 – -0.20 (m, 6H).

According to the analysis of related databases, 1402838-08-7, the application of this compound in the production field has become more and more popular.

Synthetic Route of 1402838-08-7,Some common heterocyclic compound, 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, molecular formula is C29H22N2O, 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.

To a solution of 13a (52 mg, 0.363 mmol) in anhydrous THF (5 mL) was added LDA (2 M in THF, 0.2 mL, 0.40 mmol) dropwise at -78 under nitrogen. The reaction mixture was stirred at -78 for 1 h, a solution of 10a (100 mg, 0.242 mmol) in anhydrous THF (1 mL) was added dropwise. The resulting reaction mixture was warmed slowly to room temperature, and stirred for another 3 h. The reaction mixture was quenched with water and extracted with EtOAc (5 mL x 3) . The combined organic layers were washed with brine (10 mL) , dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give a residue, which was purified by preparative TLC (petroleum ether : EtOAc 4 : 1) to afford compound 13b (70 mg, 52yield) as a white solid.1H NMR (CD3OD, 400 MHz) : delta 7.62-7.55 (m, 3H) , 7.45-7.36 (m, 9H) , 7.32-7.20 (m, 8H) , 7.15 (s, 1H) , 5.65 (s, 1H) , 1.15 (s, 9H) , 1.01-0.87 (m, 3H) , 0.54-0.47 (m, 1H) MS 557.3 [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-(1-Trityl-4-imidazolyl)benzaldehyde, its application will become more common.