Introduction of a new synthetic route about 628691-93-0

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 628691-93-0, 2-Chloro-3-fluoroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 628691-93-0, Adding some certain compound to certain chemical reactions, such as: 628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid,molecular formula is C6H3ClFNO2, 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 628691-93-0.

In a 500 mL one necked round bottom flask 2-chloro-3-fluoroisonicotinic acid (25.0 g, 142 mmol) was dissolved in thionyl chloride (300 mL). DMF (1 mL) was added to the solution and the mixture was heated to reflux for 2 hours. The solution was concentrated in vacuo resulting in a pale yellow oil. The oil was added to CH2C12 (130 mL) and cooled to 0C. MeOH (18.3 g, 570 mmol) was added drop wise to the solution. After addition the solution was allowed to warm to room temperature and stirred for 16 hours. The solution was cooled to 0C and saturated NaHC03 was added. The pH went to about 7. The organic layer was washed with water (2 X 100 mL), brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo to give methyl 2-chloro-3-fluoro-pyridine-4-carboxylate (24.8 g) as a pale brown solid. In a 500 mL one necked round bottom flask, to a solution of methyl 2-chloro-3-fluoro-pyridine- 4-carboxylate (24.8 g, 131 mmol) in DMF (250 mL) was added potassium vinyltrifluoroborate (26.3 g, 196 mmol), potassium carbonate (21.7 g, 157 mmol) and (0687) tetrakis(triphenylphosphine)palladium(0) (9.07 g, 7.85 mmol). The mixture was stirred at reflux for 16 hours. The reaction mixture was filtered and the filtrate was dissolved in CH2C12 (100 mL) and washed with water (3 X 200 mL), brine, dried over Na2S04 and filtered. The filtrate was concentrated to give the crude product. This crude was combined with a second identical batch and purified on silica gel (EtO Ac/petroleum ether 0% – 20%) resulting in methyl 3-fluoro- 2-vinyl-pyridine-4-carboxylate (16 g) as a brown oil.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 628691-93-0, 2-Chloro-3-fluoroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
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