Related Products of 16063-69-7 , The common heterocyclic compound, 16063-69-7, name is 2,4,6-Trichloropyridine, molecular formula is C5H2Cl3N, 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.
Samples of 0.500 g (2.74 mmol) 2,4,6-trichloropyridine, 0.487 g (3.29 mmol) trans-2-phenylvinylboronic acid, 0.057 g (0.082 mmol) Pd(Cl2)(PPh3)2, and 1.17 g (5.48 mmol) K3PO4 were combined in 20 mL THF. To this heterogeneous mixture, 2.5 mL of H2O were added. The resulting solution was heated at reflux for 20 h. After being cooled to room temperature, the resulting residue was extracted from water with three times with ether. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and the solvent removed with a rotary evaporator. The product was purified by column chromatography (5-10% EtOAc in hexanes) to provide pure 14 (0.323 g, 47% yield). 1H NMR (500 MHz, CDCl3) delta 7.01 (d, J=16.08 Hz, 1H), 7.19 (s, 1H), 7.25 (s, 1H), 7.34 (t, J=7.07 Hz, 1H), 7.40 (t, J=7.50 Hz, 2H), 7.57 (d, J=7.29 Hz, 2H), 7.70 (d, J=15.87 Hz, 1H). 13C NMR (500 MHz, CDCl3) delta 120.6, 121.9, 125.1, 127.4, 128.8, 129.0, 135.6, 135.7, 145.8, 151.7, 157.1. HRMS (ESI+) m/z calcd for C13H10NCl2+ 250.0190. found 250.0188. mp 36-38 C. (recryst. from EtOAc/hexanes).
The synthetic route of 16063-69-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; DUKE UNIVERSITY; Katzenelienbogen, John; McDonneli, Donald; Norris, John D,; Parent, Alexander; Pollock, Julie; Gunther, Jillian; Carlson, Kathryn E.; Martin, Teresa; (196 pag.)US2016/229811; (2016); A1;,
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