Extracurricular laboratory: Synthetic route of 5-Chloro-2-picolinic acid

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 86873-60-1, 5-Chloro-2-picolinic acid.

Reference of 86873-60-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 86873-60-1, name is 5-Chloro-2-picolinic acid, molecular formula is C6H4ClNO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

5-Chloro-2-pyridinecarboxylic acid (0.176 g, 1.12 mmol) was dissolved in MeOH (5 mL) and DMTMM (0.37 g, 1.34 mmol) was added. After stirring the mixture for 5 minutes, a solution of intermediate 47 (0.25 g, 1.12 mmol) in MeOH (5 mL) was added at 0 C, and the mixture was stirred for an additional 16 h. After that, the reaction mixture was quenched with NaOH (1M in H20) at 0 C and then extracted with EtOAc. The organic layer was washed with brine, then separated, dried (MgS04) and the solvent evaporated in vacuo. The crude material was purified by flash column chromatography (silica gel; 7 M solution of ammonia in methanol/DCM 0/100 to 5/95), the desired fractions were collected and the solvent evaporated in vacuo to afford compound 91 (0.215 g, 53%). Compound 91 was then purified by preparative SFC on Chiralpak Diacel AD (20 x 250 mm), mobile phase (C02, iPrOH with 0.2% iPrNH2), the desired fractions were collected, evaporated, dissolved in MeOH and evaporated again yielding compound 85 (0.061 g, 15% yield) and compound 86(0.064 g, 15.8%) yield) as pure enantiomers (both as solid compounds).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 86873-60-1, 5-Chloro-2-picolinic acid.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; TRABANCO-SUAREZ, Andres, Avelino; ROMBOUTS, Frederik, Jan, Rita; TRESADERN, Gary, John; VAN GOOL, Michiel, Luc, Maria; MACDONALD, Gregor, James; MARTINEZ LAMENCA, Carolina; GIJSEN, Henricus, Jacobus, Maria; WO2011/154431; (2011); A1;,
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