Synthetic Route of 53547-60-7, Adding some certain compound to certain chemical reactions, such as: 53547-60-7, name is 4-Methylpyridine-2-carbaldehyde,molecular formula is C7H7NO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 53547-60-7.
Example 224 4-Amino-6-chloro-2-(1-(4-methyl-2-pyridyl)pentyl)thio-pyrimidine (Cpd #224) A solution of n-butyllithium (6.71 ml, 10.74 mmol, 1.3 equiv., 1.6 M in hexanes) in 60 ml of ether at 0-5 C., is treated dropwise with 4-methyl-2-pyridinecarboxaldehyde (1.0 g, 8.26 mmol, 1.0 equiv.) in 40 ml of ether over a period of 10 min. After 30 min the contents are poured into 45 ml of 3 N HCl containing 60 ml of crushed ice. The cold mixture is warmed to room temperature, stirred for 20 min, basified with 15 ml of 29% aqueous ammonium hydroxide and extracted once with ethylacetate. The organic layer is dried over anhydrous Na2 SO4 and concentrated at reduced pressure. Chromatography with 150 g of silica gel packed and eluted with ethylacetate-hexane (1:2) provided 0.364 g (24%) of 2-(1-hydroxy)pentyl-4-methylpyridine. TLC (silica gel GF): Rf =0.18 ethylacetate-hexane (1:2). 1 H NMR (CDCl3,TMS): delta 8.24 (d, 1H, J=5.05 Hz), 6.92 (s, 1H), 6.87 (d, 1H, J=4.93 Hz), 4.55 (m, 1H), 4.01 (brs, 1H), 2.23 (s, 3H), 1.75-1.45 (m, 2H), 1.34-1.12 (m, 2H), 1.34-1.12 (m, 4H), 0.76 (t, 3H, J=7.19 Hz).
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Reference:
Patent; Pharmacia & Upjohn Company; US6043248; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem