Application of 102645-33-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.102645-33-0, name is 2,5-Dichloroisonicotinaldehyde, molecular formula is C6H3Cl2NO, molecular weight is 176, as common compound, the synthetic route is as follows.
To a solution of 2,5-dichloropyridine-4-carbaldehyde (2.75 g, 15.62 mmol) in DMSO (63 mL) was added /V-methyl-O-phenylenediamine (1.91 g, 15.62 mmol) and the mixture stirred at ambient temperature for 5 mins. Sulfur (500 mg, 15.62 mmol) was added and the mixture warmed to 60 C and allowed to stir for 2.5 hrs. The reaction was then cooled to R.T. and added to a bi-phasic stirred solution of DCM and water (200 mL ea). The resulting emulsion was extracted with DCM (3 x 100 mL) and the combined organics were washed with water (3 x 100 mL), dried over MgS04, filtered and stripped to a crude red gum which was purified by Biotage flash chromatography (45 M loaded with DCM, eluting with EtOAc / heptane 5-30 % over 10 CV, then holding for 5 CV) to afford the title compound (3.22 g, 74 %) as a pale orange solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.72 (s, 3 H) 7.26 – 7.35 (m, 1 H) 7.35 – 7.44 (m, 1 H) 7.69 (d, J=8.1 Hz, 1 H) 7.74 (d, J=8.1 Hz, 1 H) 7.95 (s, 1 H) 8.78 (s, 1 H). m/z (APCI+) for Ci3H9N3Cl2 278.05 / 280.00 (M+H)+.
The chemical industry reduces the impact on the environment during synthesis 102645-33-0, I believe this compound will play a more active role in future production and life.
Reference:
Patent; PFIZER INC.; NAIR, Sajiv Krishnan; PLANKEN, Simon Paul; PLEWE, Michael Bruno; VERNIER, William Francois; YANG, Yi; ZHU, Huichun; WO2011/27249; (2011); A2;,
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