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ChemicalBook CAS DataBase List METHYL-(2-PIPERIDIN-1-YL-ETHYL)-AMINE

METHYL-(2-PIPERIDIN-1-YL-ETHYL)-AMINE synthesis

8synthesis methods
-

Yield:41239-39-8 120 mg

Reaction Conditions:

with potassium iodide;potassium hydroxide in methanol;water at 50 - 80; for 18 h;Inert atmosphere;Reagent/catalyst;Solvent;Temperature;

Steps:

24 Procedure for the preparation of compound 24b :
To a solution of compound 24a (1.0 g, 6.77 mmol) and methanamine (1.4 g, 20.31 mmol) in MeOH (10 mL) was added KOH (760 mg, 13.55 mmol) in 5 ml water with catalytic amount of KI (225 mg, 1.35 mmol). The resulting mixture was heated at 50°C to 80°C for 18 h. The reaction was treated with HCl (1M) to adjust pH=7, then extracted with EtOAc (3 10 mL). The organic layers were washed with brine (3 10 mL), dried and concentrated under reduced pressure to give the crude residue, which was purified by column chromatography on silica gel (CH 2Cl 2/MeOH=10/1 (v/v)) to afford compound 24b (120 mg, 12.5 yield) as colorless oil. LCMS: R t = 1.688 min (MSD TIC) in 10-80CD_4MIN (XBrige Shield RP18 2.1 50mm), MS (ESI) m/z= 143.2 [M+H] +. 1H NMR (400MHz, CDCl 3) δ 2.57 -2.47 (m, 2H), 2.46 -2.30 (m, 8H), 2.28 -2.15 (m, 2H), 1.59-1.54 (m, 5H), 1.42 (br d, J=5.2 Hz, 2H).

References:

DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD;LI, Zhengtao;ZOU, Hao;ZHU, Wei;SHEN, Changmao;WANG, Rumin;LIU, Wengeng;CHEN, Xiang;TSUI, Honchung;YANG, Zhenfan;ZHANG, Xiaolin WO2019/149164, 2019, A1 Location in patent:Page/Page column 119; 60; 122-123

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