Synthetic Route of 910251-11-5, The chemical industry reduces the impact on the environment during synthesis 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, I believe this compound will play a more active role in future production and life.
4-Fluoro-2-(4-fluorophenyl)-5-isopropoxy-6-(methoxymethyl)-N- methylbenzofuran-3-carboxamide A mixture of 6-bromo-4-fluoro-2-(4-fluorophenyl)-5-isopropoxy-N- methylbenzofuran-3-carboxamide (600 mg, 1.414 mmol) , potassium methoxymethyltrifluoroborate (2149 mg, 14.14 mmol), PdCl2(dppf) (310 mg, 0.424 mmol) and cesium carbonate (2074 mg, 6.36 mmol) in a mixture of toluene (60 mL) and water (20 ml) was flushed with N2 and then stirred at 85C for 48 hrs. The mixture was diluted wih EtOAc (200 mL). The water layer was removed. The organic layer was filtered and then concentrated to give a crude solid, which was purified by column chromatography (Biotage 25m, EtOAc/Hexane = 0 to 30%) to give 280 mg (51 %) of the product as a white solid. 1H NMR (400 MHz, CHLOROFORM-d) delta 7.99 – 7.92 (m, 2H), 7.41 (s, 1H), 7.21 – 7.13 (m, 2H), 6.12 (br. s., 1H), 4.62 (d, J=0.5 Hz, 2H), 4.56 – 4.47 (m, 1H), 3.51 – 3.47 (m, 3H), 3.07 (d, J=5.0 Hz, 3H), 1.37 (m, 6H). LCMS R, = 3.151 min., m/z 390 (M + H). The LC/MS data was obtained on a Shimadzu analytical LC /Micromass Platform LC (ESI+) at 220nm using the following set of conditions: Phenomenex Luna 3muiotaeta C18, 2 x 50 mm column, with a gradient of 0-100%B (B = 90% HPLC grade acetonitrile/ 0.1% trifluoro acetic acid/ 10% HPLC grade water), (A = 90% HPLC grade water / 0.1% trifluoroacetic acid/ 10% HPLC grade acetonitrile), in 4 minutes with a 1 minute hold at a rate of 0.8 mL/minute.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Potassium trifluoro(methoxymethyl)borate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; EASTMAN, Kyle J.; PARCELLA, Kyle E.; WO2014/159559; (2014); A1;,
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