Reference of 345637-71-0, 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 345637-71-0 as follows.
Step 7 N-Methyl-6-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide To tert-butyl 4-{6-[methyl(1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl]pyridin-2-yl}-piperidine-1-carboxylate (302 mg) is added dropwise, at room temperature, a solution of trifluoroacetic acid (0.52 ml). The reaction mixture is stirred for 30 minutes, then the solvent and excess trifluoroacetic acid are removed. This gives 4-{6-[methyl(1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl]pyridin-2-yl}piperidinium trifluoroacetate. To a solution of [5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid (140 mg) in dichloromethane (5 ml) are added oxalyl chloride (256 mg) and one drop of N,N-dimethylformamide. Then the reaction mixture is stirred for 30 minutes. Then the excess of oxalyl chloride is removed under reduced pressure and the residue is dissolved again in dichloromethane (1 ml). The solution is then added to the former solution of 4-{6-[methyl(1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl]pyridin-2-yl}piperidinium trifluoroacetate in dichloromethane (5 ml) and diisopropylethylamine (869 mg). The reaction mixture is stirred for 2 hours. After addition of conc ammonium chloride solution, the aqueous phase is removed and extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate and concentrated under reduced pressure. The residue is purified by chromatography. This gives N-methyl-6-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (150 mg). logP (pH2.7): 3.61 1H NMR (DMSO-d6, 400 MHz): deltappm: 1.45-2.15 (m, 8H), 2.22 (s, 3H), 2.61 and 2.68 (s, 3H), 2.65-2.88 (m, 3H), 2.95-3.31 (m, 2H), 3.98 (bs, 1H), 4.38 (bs, 1H), 4.99 and 5.83 (m, 1H), 5.17 (bs, 2H), 6.45 (s, 1H), 7.05-7.25 (m, 4H), 7.38 (m, 1H), 7.50 (m, 1H), 7.86 (m, 1H) MS (ESI): 410 ([M-1,2-dihydronaphthalene+H]+)
According to the analysis of related databases, 345637-71-0, the application of this compound in the production field has become more and more popular.