Category: 90434-01-8

Reference of 90434-01-8, 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 90434-01-8 as follows.

Example 8 N-[(R)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-2-isopropoxy-5-(3-ethylcarbamoylphenylethynyl)-benzamide 3-lodo-N-methyl-benzamide (58 mg), 5-Ethynyl-N-[(R)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-2-isopropoxy-benzamide (100 mg), palladium dichlorobis(triphenylphosphine) (4.7 mg) and TBAF x 3 H2O (170 mg in THF (5 ml) were stirred at 80C for 5 hours. The reaction mixture was concentrated and extracted with ethylacetate / water. The combined organic layers were dried over sodium sulphate and the solvent was evaporated. The title compound was obtained in 79 % yield (89 mg) after flash chromatography. 1H-NMR (CDCl3): 8.48 (J = 7.3 Hz, 1H); 8.39 d (J = 2.0 Hz, 1H); 8.20 s (1H); 7.87 s (1H); 7.77 d (J = 6.6 Hz, 1H); 7.72 d (J = 7.6 Hz, 1H); 7.61 d (J = 6.6 Hz, 1H); 7.52 dd (J = 2.3 Hz / 8.6 Hz, 1H); 7.4 m (2 H); 7.19 m (1H); 7.09 m (2H); 6.90 d (J = 8.6 Hz, 1H); 4.66 m (1H); 4.57 m (1H); 3.81 m (2H); 3.14 m (2H); 3.03 d (J = 4.3 Hz, 3H); 1.27 m (3H); 1.21 m (3H).

According to the analysis of related databases, 90434-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP1932831; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 90434-01-8, name is 3-Iodo-N-methylbenzamide, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 90434-01-8, HPLC of Formula: C8H8INO

To a solution of 1(21mg, 0.11mmol) and 2(40mg, 0.15mmol) was added Pd(dba)2(6mg, 0.01mmol), Xantphos (6mg,0.01mmol) and Cs2CO3(98mg, 0.3mmol). The suspension was degassed under vacuum and purged with N2 several times. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 100 C for 1h, cooled to rt, LCMS showed the SM was consumed completely. Then the reaction mixture was diluted with EA (80mL) and washed with brine (20mL) three times. The organic solution was dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purification with prep-TLC to afford the title product (7mg, yield: 19%). LCMS: m/z, 324.2 (M+H)+; 1HNMR (400 MHz, CDCl3): delta 2.44-2.7 l(m, 2H), 2.93-3.07(s, 3H), 3.46~3.54(m, 2H), 3.76~3.83(m, 2H), 6.49-6.5 l(m, 2H), 6.64~6.66(m, 1H), 7.16-7.25 (m, 2H), 7.43-7.45 (m, 1H), 7.61~7.65(m, 1H), 8.54-8.56 (m, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com