Synthetic Route of 4595-60-2, 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 4595-60-2 as follows.
General procedure: A dry, argon-flushed Schlenk flask equipped with a magnetic stirring bar and a septum was charged with spiro compound 1 (0.38 mmol. 1.0 equiv) in anhyd THF (3 mL) and cooled to -78 C for 10 min. 2.48M n-BuLi in hexane (0.42 mmol, 1.1 equiv) was added and the mixture was stirred at -78 C for 1 h until GC analysis of reaction aliquots showed full consumption of the starting material. 1 M ZnCl2 in THF solution (0.46 mmol, 1.2 equiv) was added and the mixture was stirred at -78 to 0 C for 1 h. An aryl bromide or acid chloride 10d-o(0.30 mmol, 0.8 equiv) and Pd(PPh3)4 (0.015 mmol, 0.05 equiv, 5mol%) were added and the mixture was stirred at 50 C for 3-6 h. The mixture was quenched with sat. aq NH4Cl solution (5 mL) and extracted with EtOAc (4 × 15 mL). The combined organic phases were dried (Na2SO4) and concentrated in vacuo. The crude residue obtained was purified by flash column chromatography (silica gel pre-neutralizedwith Et3N, isohexane-EtOAc) to give the analytically pure spiroproduct 11d-o.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-60-2, its application will become more common.
Reference:
Article; Dhayalan, Vasudevan; Alcaniz, Fernando Rabasa; Werner, Veronika; Karaghiosoff, Konstantin; Knochel, Paul; Synthesis; vol. 47; 24; (2015); p. 3972 – 3982;,
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