Category: 20372-66-1

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 20372-66-1, name is Methyl 2,4,5-trifluorobenzoate, A new synthetic method of this compound is introduced below., Formula: C8H5F3O2

Methyl 2,4,5-trifluorobenzoate (DSL Chemicals, 950 mg, 5 mmol), sodium cyanide (306 mg, 6.25 mmol) and tetrabutylammonium bromide (2.01 g, 6.25 mmol) were dissolved in DMF (10 mL) and the resulting mixture was heated at 600C overnight. Additional amount of sodium cyanide (306 mg, 6.25 mmol) was added and the mixture was stirred at 600C for 24 additional hours. The reaction mixture was diluted with EtOAc and washed with brine several times. The organic layer was dried over MgSO4 and concentrated under vacuum. The residue was purified by flash chromatography (silica, EtOAc/cHex) to give the title compound. 1H NMR (DMSO-dbeta, 300 MHz) delta 7.77 (dd, J=8.4, 5.5 Hz, 1 H), 7.42 (dd, J=8.9, 5.0 Hz, 1 H), 3.96 (s, 3H). LC/MS (Method B): 463.2 (M-H)”, 465.2 (M+H)+. HPLC (Method A) Rt 3.63 min (Purity: 99.9%).

The synthetic route of 20372-66-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; MONTAGNE, Cyril; SAUER, Wolfgang; CROSIGNANI, Stefano; BOMBRUN, Agnes; WO2010/112461; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 20372-66-1, 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 20372-66-1 as follows.

To a solution of 3-methoxyphenol (1 16 mg, 0.79 mmol) in DMSO (3 mL) was added potassium carbonate (218 mg, 1 .6 mmol) followed by methyl 2,4,5-trifluorobenzoate (150 mg, 0.79 mmol) . The resulting mixture was heated to 50C with stirring for 18 hours. The mixture was then cooled and diluted with water (30 mL) then washed with EtOAc (3 x 30 mL). The combined organic layers were dried over magnesium sulfate, filtered and concentrated in vacuo to afford the title compound (154 mg, 66%) as an orange gum. 1H NMR (400 MHz, CDCI3): delta ppm 3.81 (s, 3H), 3.92 (s, 3H), 6.61 -6.69 (m, 3H), 6.76- 6.81 (m, 1 H), 7.31 (t, 1 H), 7.76 (dd, 1 H). LCMS Rt = 1 .76 minutes MS m/z 295 [MH]+

According to the analysis of related databases, 20372-66-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; BROWN, Alan Daniel; GALAN, Sebastien Rene Gabriel; MILLAN, David Simon; RAWSON, David James; STORER, Robert Ian; STUPPLE, Paul Anthony; SWAIN, Nigel Alan; WO2013/102826; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 20372-66-1, name is Methyl 2,4,5-trifluorobenzoate, 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. HPLC of Formula: C8H5F3O2

To a solution of 5-chloro-[1,1?-biphenyl]-2-ol (5.0 g, 24.4 mmol) in anhydrous dimethyl sulfoxide (50 mL) was added potassium carbonate (5.1 g, 36.6 mmol) and methyl 2,4,5-trifluorobenzoate (4.4 g, 24.4 mmol) and the reaction mixture was stirred at ambient temperature for 16 hours. The reaction mixture was partitioned between ethyl acetate (400 mL) and water (100 mL), and the organic phase washed with water (50 mL x 2), brine (50 mL); dried over anhydrous sodium sulfateand concentrated in vacuo to yield the title compound as a colorless foam (8.9 g, quant. yield): ?HNMR (300 MHz, CDC13) oe 7.61 (dd, J = 10.9, 6.6 Hz, 1H), 7.48-7.42 (m, 3H), 7.37-7.26 (m, 4H), 7.05 (d, J = 8.6 Hz, 1H), 6.39 (dd, J = 11.1, 6.6 Hz, 1H), 3.85 (s, 3H).

The synthetic route of Methyl 2,4,5-trifluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; ANDREZ, Jean-Christophe; BERGERON, Philippe; BICHLER, Paul, Robert; CHOWDHURY, Sultan; DEHNHARDT, Christoph, Martin; FOCKEN, Thilo; GONG, Wei; GRIMWOOD, Michael, Edward; HASAN, Abid; HEMEON, Ivan, William; JIA, Qi; SAFINA, Brian; SUN, Shaoyi; WILSON, Michael, Scott; ZENOVA, Alla, Yurevna; (436 pag.)WO2016/7534; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 20372-66-1, A common heterocyclic compound, 20372-66-1, name is Methyl 2,4,5-trifluorobenzoate, molecular formula is C8H5F3O2, 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.

Methyl 2,4,5-trifluorobenzoate (DSL Chemicals; 950.61 mg; 5 mmol; 1 eq.), sodium cyanide (306.30 mg; 6.25 mmol; 1.25 eq.) and tetrabutylammonium bromide (2 014.82 mg; 6.25 mmol; 1.25 eq.) were dissolved in DMF (10 mL) . The resulting mixture was heated at 6O0C overnight. As the reaction was not complete, sodium cyanide (306.30 mg; 6.25 mmol; 1.25 eq.) was added and the mixture was stirred at 6O0C for additiona 24 h. The resulting dark pink solution was diluted with EtOAc and washed with brine several times. It was dried over MgSO4, filtrated and evaporated, resulting into a sticky dark red oil, which was purified by flash chromatography (Sitheta2 100 g, EtOAc / c-hex 1 :9 until 1 :1 ), affording the title product. 1H NMR (DMSO-d6, 300 MHz) delta 7.77 (dd, J = 5.45, 8.41 Hz, 1 H), 7.42 (dd, J = 4.99, 8.88 Hz, 1 H), 3.96 (s, 3H). LC/MS (Method A): 463.2 (M-H)”; 465.2 (M+H)+. HPLC (Method A) Rt 3.63 min (Purity: 99.9%).

The synthetic route of 20372-66-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SERONO S.A.; WO2009/43889; (2009); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics