Electric Literature of 910251-11-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, This compound has unique chemical properties. The synthetic route is as follows.
Potassium methoxymethyltrifluoroborate (18 mg, 0.12 mmol), l-(6- bromospiro[chroman-2, 1 ‘-cyclobutan] -4-yl)-3 -( 1 ‘,4-dimethyl- 1 -phenyl- 1 H, 1 -[3 ,4′-bipyrazol] – 5-yl)urea (Example 34; 33 mg, 0.060 mmol), dichloro[l,l’-bis(diphenylphosphino)- ferrocene]palladium (II) dichloromethane adduct (9.8 mg, 0.012 mmol) and Cs2C03 (98 mg, 0.30 mmol) were combined in dioxane (2 mL) and water (0.5 mL) and degassed by bubbling N2 through the mixture for 10 minutes, The reaction was then sealed in a glass tube and heated at 100 C for 3 hours. The reaction was cooled, poured into brine (10 mL) and extracted with EtOAc (2 x 10 mL). The combined organic extracts were concentrated and purified by reverse- phase column chromatography using 0-70% acetonitrile/H20 as the eluent to provide the title compounds: l-(l’,4-dimethyl-l-phenyl-lH,rH-[3,4′-bipyrazol]-5-yl)-3-(6- (methoxymethyl)spiro[chroman-2, -cyclobutan]-4-yl)urea [second peak, 2.8 mg, 0.0055 mmol, 9.1% yield, MS (apci) m/z = 513.3 (M+H)] and l-(l’,4-dimethyl-l-phenyl-lH,l’H-[3,4′- bipyrazol]-5-yl)-3-(spiro[chroman-2, -cyclobutan]-4-yl)urea [first peak, 2.50 mg, 0.0053 mmol, 8.8% yield, MS (apci) m/z = 469.2 (M+H)].
The chemical industry reduces the impact on the environment during synthesis Potassium trifluoro(methoxymethyl)borate. I believe this compound will play a more active role in future production and life.
Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven, Wade; BLAKE, James, F.; BRANDHUBER, Barbara, J.; HAAS, Julia; JIANG, Yutong; KERCHER, Timothy; KOLAKOWSKI, Gabrielle, R.; THOMAS, Allen, A.; WINSKI, Shannon, L.; WO2014/78454; (2014); A1;,
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