Application of 1256808-59-9 ,Some common heterocyclic compound, 1256808-59-9, molecular formula is C7H6FNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To a solution of 5-fluoro-3-methylpicolinic acid (40.0 mg, 258 mumol, Eq: 1.2) in methanol (3.00 ml) was added at 0 C 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) (83.3 mg, 301 mumol, Eq: 1.4), the colorless solution was stirred at 0 C for 30 min, then a solution of (3R,4aS)-3-(5-amino-2-fluoro-phenyl)-3-methyl-4a-oxo-3,4,6,7,8,9-hexahydro-4alambda6-thia-2,5,9a-triaza-benzocyclohepten-1-ylamine (70 mg, 215 mumol, Eq: 1.00) in methanol (5.00 ml) was added dropwise via syringe and the reaction mixture was stirred at 23 C for 4 h. Extracted with ethyl acetate and sat. NaHCO3-sol. plus brine, dried organic layer over Na2SO4. Filtration and removal of the solvent in vacuum left a brown foam which was purified by flash chromatography (NH2-silica gel, 20 g, 0% to 100% EtOAc in heptane) to give the 5-fluoro-3-methyl-pyridine-2-carboxylic acid [3-((3R,4aS)-1-amino-3-methyl-4a-oxo-3,4,6,7,8,9-hexahydro-4alambda6-thia-2,5,9a-triaza-benzocyclohepten-3-yl)-4-fluoro-phenyl]-amide (29 mg, 62.7 mumol, 29.1 % yield) as a white solid. MS (ISP): m/z = 463.2 [(M+H)+]
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. 1256808-59-9, 5-Fluoro-3-methylpicolinic acid, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GUBA, Wolfgang; HAAP, Wolfgang; KUGLSTATTER, Andreas; PETERS, Jens-Uwe; OBST SANDER, Ulrike; SCHNIDER, Christian; WERMUTH, Roger; WOLTERING, Thomas; WO2015/91595; (2015); A1;,
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