Analyzing the synthesis route of 912368-73-1

As the paragraph descriping shows that 912368-73-1 is playing an increasingly important role.

912368-73-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.912368-73-1,(S)-tert-Butyl 3-(methylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To an ice cold stirred solution of crude (S)-tert-butyl 3-(methylamino)piperidine-1-carboxylate (3.0 g, 14 mmol) in CH2C12 (100 mL) was added Et3N (2.1 mL, 15.4 mmol),DMAP (342 mg, 2.8 mmol) and 2-bromobenzene-1-sulfonyl chloride (3.9 g, 15.4 mmol) and stirred at rt for 16 h. The reaction mixture was diluted with CH2C12 (100 mL) and washed with water. The organic layer was dried over anhydrous Na2504 and concentrated under reduced pressure. Crude product was purified with silica gel chromatography using 10%EtOAc / petroleum ether to afford 1.2 g of(S)-tert-butyl 3-(2-bromo-N-methylphenyl- sulfonamido)piperidine- 1 -carboxylate as pale yellow thick mass.LC-MS (ES+) [M +1]: 433.5.

As the paragraph descriping shows that 912368-73-1 is playing an increasingly important role.

Reference:
Patent; ORION CORPORATION; HAIKARAINEN, Anssi; KUMPULAINEN, Esa; POHJAKALLIO, Antti; PYSTYNEN, Jarmo; WANG, Shouming; (191 pag.)WO2018/2437; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 912368-73-1

The synthetic route of 912368-73-1 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.912368-73-1,(S)-tert-Butyl 3-(methylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 3,5-dichloropyrazine-2-carbonitrile (1035 mg, 5.98 mmol) in DMF (10 mL) were added (S)-tert-butyl 3-(methylamino)piperidine-1-carboxylate (1280 mg, 5.98 mmol) and DIPEA (1.25 mL, 7.2 mmol) in a dropwise manner. The mixture was stirred at room temperature for 3 hrs. The reaction mixture was diluted with 200 mL EtOAc, washed with brine x3, dried, concentrated in vacuo and subjected to silica flash column with 0 to 60% EtOAc in hexane to give (S)-tert-butyl 3-((6-chloro-5-cyanopyrazin-2-yl)(methyl)amino)piperidine-1- carboxylate (1.50 g, 71%)., 912368-73-1

The synthetic route of 912368-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 912368-73-1

The synthetic route of 912368-73-1 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.912368-73-1,(S)-tert-Butyl 3-(methylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl (3S)-3-(methylamino)piperidine-1-carboxylate 17a (1.0 g, 4.7 mmol) in THF (30 mL), indole-2-carboxylic acid (1.1 g, 7.0 mmol) and 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.3 g, 7.0 mmol) were added. The mixture was stirred at room temperature for 14 h. Ethyl acetate was added to the mixture. The solution was washed with saturated aqueous sodium hydrogen carbonate, water, and brine, dried over anhydrous sodium sulfate salt, and concentrated under reduced pressure. The residue was subjected to column chromatography using silica gel (60 g) and eluted with 20-60% ethyl acetate in hexane to obtain the title compound 18a (1.5 g, 92%) as an amorphous compound. 1H-NMR (400 MHz, CDCl3) delta: 9.32 (1H, br s), 7.67 (1H, d, J = 8.2 Hz), 7.43 (1H, d, J = 8.2 Hz), 7.30 (1H, t, J = 7.7 Hz), 7.15 (1H, t, J = 7.7 Hz), 6.86 (1H, s), 5.39-5.31 (1H, m), 3.75-3.55 (2H, m), 3.48-3.20 (5H, m), 2.28-2.02 (4H, m), 1.48 (9H, s) ;13C NMR (100 MHz, DMSO-d6) delta: 162.94, 153.92, 135.79, 130.14, 126.88, 123.23, 121.21, 119.69, 112.05, 104.17, 78.91, 59.69, 43.64, 42.67, 27.97, 27.43, 24.42; HRMS (Positive ESI) m/z 358.2141 (358.2125 calcd for C20H27N3O3 + H); EA Anal. calcd for C20H27N3O3. C,67.20; H, 7.61; N, 11.76. Found: C, 67.03; H, 7.69; N, 11.36; []D20 : -64.15 (c=1.004, CHCl3)., 912368-73-1

The synthetic route of 912368-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Arita, Tsuyoshi; Asano, Masayoshi; Kubota, Kazufumi; Domon, Yuki; Machinaga, Nobuo; Shimada, Kousei; Bioorganic and Medicinal Chemistry Letters; vol. 29; 23; (2019);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 912368-73-1

Big data shows that 912368-73-1 is playing an increasingly important role.

912368-73-1, (S)-tert-Butyl 3-(methylamino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of (S)-tert-butyl 3-(methylamino)piperidine- 1 -carboxylate (5 g, 25 mmol) in toluene (150 ml) was added triethylamine (5.42 ml, 37.5 mmol) followed by 3,4- dimethylfuran-2,5-dione (3.15 g, 2Smmol) at RT and the resulting reaction mixture was heated at reflux temperature for 16 h. The reaction mixture was cooled to RT and dilutedwith EtOAc and washed with water. The organic layer was dried and evaporated. The crude product was purified by flash chromatography to obtain 6.0 g of the product.?H NMR (300 MHz, CDC13) oe ppm 1.45 (s, 9H), 1.65- 1.83 (m, 2H), 1.95 (s, 6H), 2.05 – 2.29 (m, 2H), 2.60 – 2.75 (m, 1H), 3.22-3.35 (m, 1H), 3.92 – 4.10 (m, 3H)., 912368-73-1

Big data shows that 912368-73-1 is playing an increasingly important role.

Reference:
Patent; ORION CORPORATION; HAIKARAINEN, Anssi; KUMPULAINEN, Esa; POHJAKALLIO, Antti; PYSTYNEN, Jarmo; WANG, Shouming; (191 pag.)WO2018/2437; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem