Synthetic Route of 628691-93-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid. A new synthetic method of this compound is introduced below.
Step 1: To a solution of 2-chloro-3-fluoroisonicotinic acid (5.0 g, 28 mmol) and 4-methyl morpholine (3.8 mL, 7.0 mmol) in dry THF (150 mL) was added isobutyl chloroformate (4.5 mL, 34 mmol) dropwise at 0 C and stirred for 1 h. The reaction mixture was diluted with THF (50 mL) and filtered through Celite. The filtrate was cooled to 0 C, NaBH4 (1.0 g, 28 mmol) was added, and the resulting mixture was stirred for 30 min. The reaction mixture was quenched with 10 % KHSO4 (5 mL). The volatiles were removed under reduced pressure and the reaction mixture was diluted with EtOAc (200 mL). The layers were separated and the organic layer was washed with water (50 mL) followed by sat. NaHCCb (2 x 50 mL), dried over MgSC>4, filtered and concentrated under reduced pressure. The residue was triturated with 5: 1 hexane-ether (50 mL). The resulting solid was filtered and collected to give (2- chloro-3-fluoropyridin-4-yl)methanol (3.7 g, 80%). MS (ES+) C6H5C1FNO requires: 161, found: 162 [M+H]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,628691-93-0, its application will become more common.
Reference:
Patent; TESARO, INC.; JONES, Philip; CZAKO, Barbara; BURKE, Jason P.; CROSS, Jason; LEONARD, Paul Graham; TREMBLAY, Martin; MANDAL, Pijus; (232 pag.)WO2018/119387; (2018); A1;,
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