According to the analysis of related databases, 54149-17-6, the application of this compound in the production field has become more and more popular.
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 54149-17-6 as follows. Recommanded Product: 54149-17-6
Example 8. 1-{1-[2-(2-ethoxyethoxy)ethyl]piperidin-4-yl}-1W-indazole; To a solution of 1-piperidin-4-yl-1H-indazole TFA salt (0.33 mmol) in DMF (10 ml) was added K2CO3 (137 mg, 0.99 mmol) followed by 1 -bromo-2-(2- ethoxyethoxy)ethane (72 mg, 0.363 mmol). The mixture was heated under N2 atmosphere at 75 “C for 5 hours, cooled down at room temperature and the solvent was evaporated in vacuo. The residue was dissolved in EtOAc (20 ml) and washed with saturated NaHCO3 (10 ml), brine (10 ml) and dried over sodium sulfate to give the crude compound, which was purified by prep LC/MS – high pH (40-70 % acetonitrile/water to give desired compound as free base. The pure compound was dissolved in CH2CI2 (5 ml) under N2 atmosphere and 1 M solution of hydrochloride in Et2O was added (5 eq.). The mixture was stirred at room temperature for 5 minutes and the solvent was evaporated in vacuo to give the desired compound as HCI salt (76 mg, 65.08 %). MS (M+1 ): 318.3; 1 H NMR (400 MHz, METHANOL-D4): delta ppm 1.21 (t, J = 7.03Hz, 3H), 2.28 (d, J = 13.09Hz, 2H), 2.57 (q, J = 13.67Hz, 2H), 3.36 (br t, J = 12.89Hz, 2H), 3.44 (br t, J = 4.69Hz, 2H), 3.57 (q, J = 7.03Hz, 2H), 3.61 – 3.67 (m, 2H), 3.68 – 3.73 (m, 2H), 3.83 (br s, 1 H), 3.85 – 3.90 (m, 7H), 5.00 (tt, J = 11.40, 7.74, 3.91, 3.71 Hz, 1H), 7.14 – 7.21 (m, 1 H), 7.43 (t, J = 7.32Hz, 1H), 7.67 (d, J = 8.59Hz, 1H), 7.75 (d, J = 7.81 Hz, 1H), 8.05 (s, 1 H).
According to the analysis of related databases, 54149-17-6, the application of this compound in the production field has become more and more popular.
Reference:
Patent; ASTRAZENECA AB; WO2007/142584; (2007); A1;,
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