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 626-88-0 as follows. category: bromides-buliding-blocks
Example 271 N-(1H-5-Indazolyl)-N-[1-(4-methylpentyl)-4-piperidyl]amine 4-Piperidone hydrochloride monohydrate (768 mg) and potassium carbonate (1.38 g) were dissolved in anhydrous N,N-dimethylformamide (10 ml), and 1-bromo-4-methylpentane (603 mg) was added dropwise to the solution at room temperature. The reaction solution was stirred at room temperature for 18 hr. Ethyl acetate was then added thereto, and the mixture was washed with water and saturated brine and was dried over anhydrous sodium sulfate. The organic layer was concentrated under the reduced pressure to give an intermediate. This intermediate (766 mg) was dissolved in titanium tetraisopropoxide (3.8 ml). 5-Aminoindazole (445 mg) was added to the solution, and the mixture was stirred at room temperature for 18 hr. Methanol (3.8 ml) and sodium borohydride (79 mg) were added to the reaction solution, and the mixture was stirred for 18 hr. The reaction solution was diluted with ethyl acetate (40 ml), and a minor amount of water was added thereto, and the mixture was then filtered under the reduced pressure. The filtrate was concentrated under the reduced pressure, and the residue was purified by column chromatography on silica gel [chloroform/methanol] to give the title compound (200 mg, yield 13.3%). 1H-NMR (CDCl3, 400 MHz): 0.89 (d, J = 6.6 Hz, 6H), 1.15 – 1.26 (m, 2H), 1.49 – 1.59 (m, 5H), 2.07 – 2.23 (m, 1H), 2.35 – 2.39 (m, 2H), 2.90 – 3.00 (m, 2H), 3.29 – 3.38 (m, 1H), 6.80 – 6.82 (m, 2H), 7.26 (s, 1H), 7.88 (s, 1H) Mass spectrum (ESI-MS, m/z): 301 (M++1), 299 (M+-1)
According to the analysis of related databases, 626-88-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary