Analyzing the synthesis route of 5570-78-5

As the paragraph descriping shows that 5570-78-5 is playing an increasingly important role.

5570-78-5, 1-Isopropylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5570-78-5, To a solution of l-(l-methylethyl)piperidin-4-ol (103 mg, 0.724 mmol) in THF (3 ml) under an atmosphere of nitrogen was added KO1Bu (136 mg, 1.21 mmol). The mixture was stirred for 15 min at room temperature before 2-chloro-6-methyl-5,6,7,8-tetrahydro-l,6- naphthyridine-3-carbonitrile (100 mg, 0.483 mmol) was added. The resulting mixture was heated to 90 0C by microwave irradiation and stirred for 15 min. After cooling to RT, the reaction mixture was quenched by pouring onto saturated aqueous NaHCO3 , extracted with EtOAc (3 x 20 ml), dried (Na2SO4), filtered and concentrated at reduced pressure. The residue was purified by FCC (SiO2, eluting with 95:5 chloroform / MeOH) to give the title compound (36 mg, 24 %) as yellow oil. LCMS data: Calculated MH+ (315); Found 94 % (MH+) m/z 315, Rt = 4.78 min.1H NMR (400 MHz, MeOD) delta ppm 7.73 (1 H, s), 5.29 – 5.36 (1 H, m), 3.55 (2 H, s), 2.93 – 3.07 (5 H, m), 2.78 – 2.84 (4 H, m), 2.48 (3 H, s), 2.10 – 2.20 (2 H, m), 1.95 – 2.04 (2 H, m), 1.20 (6 H, d, J=6.6 Hz).

As the paragraph descriping shows that 5570-78-5 is playing an increasingly important role.

Reference£º
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/121812; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 5570-78-5

The synthetic route of 5570-78-5 has been constantly updated, and we look forward to future research findings.

5570-78-5, 1-Isopropylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a cold (0 C.) mixture of 5-hydroxy-1H-indole-2-carboxylic acid ethyl ester (10 g, 1.0 eq.), 1-isopropyl-piperidin-4-ol (intermediate 1, step 1, 7.32 g, 1.05 eq.) and triphenylphosphine (15.3 g, 1.2 eq.) in tetrahydrofuran (280 ml) was slowly added a solution of diisopropylazodicarboxylate (11.8 g, 1.2 eq.) in tetrahydrofuran (20 mL). The mixture was stirred 30 min at 0 C. and overnight at room temperature, was concentrated in vacuo, dissolved in methyltertiobutylether (310 mL), washed with sodium hydroxide aqueous solution (0.5N), brine, dried over Na2SO4, filtered and evaporated. The residue was purified on silica eluding with dichloromethane/methanol/ammoniac. One fraction was isolated and dried in vacuo, to yield 7.0 g (43%) of the desired product as white solid. MS (m/e): 331.5 (MH+, 100%), 5570-78-5

The synthetic route of 5570-78-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nettekoven, Matthias; Plancher, Jean-Marc; Richter, Hans; Roche, Olivier; Rodriguez Sarmiento, Rosa Maria; Taylor, Sven; US2007/123526; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 5570-78-5

The synthetic route of 5570-78-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5570-78-5,1-Isopropylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

General procedure: A solution of methyl 4-hydroxybenzoate derivatives 4a-4f (1 mmol), 1-substituted-4-piperidinol I-IV (1.3 mmol) and triphenylphosphine (1.5 mmol) in tetrahydrofuran (90 mL) was treated with diethyl azodicarboxylate (1.5 mmol) dropwise at 0 C. The mixture was left at 0 C for 15 min and stirred overnight at room temperature. After completion of the reaction, the reaction mixture was poured onto cold water, the resulting solution was extracted with dichloromethane, washed with brine, dried over Na2SO4, concentrated in vacuo and purified by flash chromatography. Thus the reaction of 4a-4f with various I, II, III and IV gave intermediates 5a-5i.

The synthetic route of 5570-78-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nirogi, Ramakrishna; Shinde, Anil; Tiriveedhi, Vinaykumar; Kota, Laxman; Saraf, Sangram Keshari; Badange, Rajesh Kumar; Mohammed, Abdul Rasheed; Subramanian, Ramkumar; Muddana, Nageshwararao; Bhyrapuneni, Gopinadh; Abraham, Renny; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 655 – 662;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem