Category: 140860-51-1

Related Products of 140860-51-1,Some common heterocyclic compound, 140860-51-1, name is 2-Bromo-4-methoxybenzonitrile, molecular formula is C8H6BrNO, 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.

Step b. To a stirred solution of tert-butyl 6-(methylsulfonamido)-4-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)isoindoline-2-carboxylate (1.030 g, 2.37 mmol) in l,4-dioxane:water (9: 1, 5 ml) were added K2C03 (0.300 g, 2.37 mmol) and 2-bromo-4-methoxybenzonitrile (CAS Number 140860- 51-1; 0.250 g, 1.185 mmol) at rt. The reaction mixture was degassed for 20 min before addition of PdCl2(dppf) (0.087 g, 0.118 mmol). The resulting reaction mixture was heated at 90C for 2 h. The reaction mixture was cooled to rt, poured into water (50 ml) and extracted with EtOAc (2 x 50 ml). The combined organic phase washed with brine (40 ml), dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (8 % EtOAc in hexane) yielding tert-butyl 4-(2-cyano-5-methoxyphenyl)-6-(methylsulfonamido)isoindoline-2- carboxylate (0.150 g, 0.338 mmol). LCMS: Method A, 2.038 min, MS: ES+ 444.6; NMR (400 MHz, DMSO-d6) delta ppm 9.99 (s, 1H), 7.89 (t, J= 6.0 Hz, 1H), 7.23 – 7.10 (m, 4 H), 4.64 (d, J=11.2, 2 H), 4.42 (d, J=10.4, 2 H), 3.85 (s, 3 H), 3.02 (s, 3 H), 1.40 (d, J=15.6 Hz, 9 H).

The synthetic route of 140860-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; GIBSON, Karl Richard; JONES, Alison; KEMP, Mark Ian; MADIN, Andrew; STOCKLEY, Martin Lee; WHITLOCK, Gavin Alistair; WOODROW, Michael D; (241 pag.)WO2017/158388; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 140860-51-1, 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 140860-51-1 as follows.

To a soln. of 2-bromo-4-methoxybenzonitrile (1 g,4.72 mmol )in MeCN (40 rnL) was added Nal (212 g, 14.15 mrnol ) and TMSC1 (1.54 g, 14.15 mmoi). Then the mixture was stirred at 80C overnight, Then the mixture was concentrated in. vacuo and poured into water basified with Na2CO3. The mixture was extracted with EtOAc. The aq. layer was acidified with HC1 and extracted with EtOAc. The organic layer was washed withbrine, dried (Na2SO4). and concentrated in vacuo to give the title compound.

According to the analysis of related databases, 140860-51-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ADAMS, Gregory, L.; COX, Jason, M.; DEBENHAM, John, S.; EDMONDSON, Scott; GILBERT, Eric, J.; GUO, Yan; JIANG, Yu; JOSIEN, Hubert; KIM, Hyunjin, M.; LAN, Ping; MIAO, Shouwu; PLUMMER, Christopher, W.; RAJAGOPALAN, Murali; SHAH, Unmesh; SUN, Zhongxiang; TRUONG, Quang, T.; UJJAINWALLA, Feroze; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; SUZUKI, Takao; WANG, Nengxue; (182 pag.)WO2017/205193; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts