Synthetic Route of 86873-60-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.86873-60-1, name is 5-Chloro-2-picolinic acid, molecular formula is C6H4ClNO2, molecular weight is 157.55, as common compound, the synthetic route is as follows.
General procedure for the preparation of amides of formula 1.4:A solution of the carboxylic acid (0.23 mmol) in methanol (5 ml) was cooled to 0 C. 4- (4,6-Dimethoxy[1.3.5]triazin-2-yl)-4-methylmophiholinium chloride hydrate (DMTMM) (80 mg, 0.27 mmol) was added and the solution was stirred at 0 C for 30 minutes. Thereafter, a solution of the intermediate diamine B7 (0.21 mmol) in methanol (5 ml) was added dropwise at 0 C via syringe. The reaction mixture was stirred at 23 C for 18-60 hours. For the workup, the reaction mixture was poured into a solution of sodium carbonate (1M) followed by the extraction with ethyl acetate. The organic layer was separated, washed with brine and dried over sodium sulphate. Removal of the solvent at reduced pressure left a residue which was purified by chromatography on silica gel or on a silica-NH2 phase using a mixture of dichloromethane and methanol (0-10%) to give the pure amides of formula I.Example 33(R)-N-(2′-Amino-5′,5′-difluoro-5′,6′-dihydrospiro[chroman-4,4′-[l,3]oxazine]-6-yl)-5- chloropicolinamideThe condensation of (R)-5′,5′-difluoro-5′,6′-dihydrospiro[chroman-4,4′-[l,3]oxazine]-2′,6-diamine (intermediate B7.1) and 5-chloropicolinic acid yielded the title compound (56% yield) as a white solid. MS (ISP): m/z = 409.2 [M+H]+..
The chemical industry reduces the impact on the environment during synthesis 86873-60-1, I believe this compound will play a more active role in future production and life.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; NARQUIZIAN, Robert; PINARD, Emmanuel; WOSTL, Wolfgang; WO2012/163790; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem