Reference of 98198-48-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 98198-48-2 as follows.
A mixture of 2-amino-5-bromo-4-methylpyridine (2.0 g, 10.7 mmol) and CuCN (1.1 g, 12.3 mmol) in DMF (2.5 mL) wasrefluxed for 4 h. After the mixture was cooled to room temperature, NaCN (2.15 g) and H2O (6.5mL) were added, and the mixture was stirred and extracted by AcOEt. The solution was washedby aq. 10% CuCN and brine. After the solvent was removed under vacuo, the residue waschromatographed on silica gel (AcOEt/hexane = 1 : 1) to give 2-amino-5-cyano-4-methylpyridine (829 mg, 58%). A solution of 2-amino-5-cyano-4-methylpyridine (706 mg, 5.3mmol) in EtOH (8.8 mL) and aq. 10N NaOH (8.8 mL) was refluxed for 24 h. After cooled toroom temperature, the mixture was diluted by adding H2O (35 mL), neutralized by aq. HCl, and filtered. The solid was washed by ether and H2O to give 6-amino-4-methylpicolinic acidcontaining NaCl (879 mg), which was dissolved in MeOH (16 mL). To this mixture was addedSOCl2 (0.7 mL, 6.7 mmol) and the mixture was refluxed for 20 h. After cooled to roomtemperature, the solvent was removed under vacuo. To the residue H2O (20 mL) was added andpH was adjusted to 13 by aq. 1N NaOH and filtered. The solid was washed by H2O and driedunder vacuo to give 2-amino-5-methoxycarbonyl-4-methylpyridine (484 mg), which wasdissolved in aq 15% H2SO4 (10.4 mL). To the solution was added NaNO2 (402 mg, 5.81 mmol)at 0 C and the mixture was stirred for 2 h at 0 C and, then, 2 h at room temperature. Themixture was extracted by AcOEt and the solvent was removed under vacuo. The residue waschromatographed on silica gel (AcOEt) to give 2bd (105 mg, 21%):
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98198-48-2, its application will become more common.
Reference:
Article; Yamaguchi, Ryohei; Kobayashi, Daiki; Shimizu, Mineyuki; Fujita, Ken-ichi; Journal of Organometallic Chemistry; vol. 843; (2017); p. 14 – 19;,
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