2,8-Diazaspiro[4.5]decan-1-one, hydrochloride (1:1) synthesis
- Product Name:2,8-Diazaspiro[4.5]decan-1-one, hydrochloride (1:1)
- CAS Number:832710-65-3
- Molecular formula:C8H15ClN2O
- Molecular Weight:190.67
![1-BOC-4-SPIRO-[3-(2-PYRROLIDINONE)] PIPERIDINE](/CAS/GIF/268550-48-7.gif)
268550-48-7
832710-65-3
(C) Tert-butyl 1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (400 mg) was used as a raw material and it was mixed with ethyl acetate (10 mL). Ethanol (2.0 mL) and 4M HCl/ethyl acetate solution (5.0 mL) were sequentially added to the reaction mixture at room temperature. The reaction system was heated to 60°C with continuous stirring for 2 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was diluted with ethyl acetate and the precipitated solid was collected by filtration to give the final 2,8-diazaspiro[4.5]decan-1-one hydrochloride (240 mg). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 1.47-1.64 (2H, m), 1.77-1.92 (2H, m), 1.93-2.03 (2H, m), 2.81-3.03 (2H, m), 3.11-3.34 (4H, m), 7.72 (1H, brs), 8.62-9.33 ( 2H, m).
268550-48-7
146 suppliers
$29.00/100mg
832710-65-3
86 suppliers
$39.00/100mg
Yield:-
Reaction Conditions:
in dichloromethane;water at 20; for 8 h;
Steps:
A Step A: 2,8-diazaspiro[4.Sldecan-1-one hydrochloride:
Step A: 2,8-diazaspiro[4.Sldecan-1-one hydrochloride: To a solution of tert-butyl 1-oxo-2,8- diazaspiro[4.5]decane-8-carboxylate (Inermediate 14, 92 g, 0.36 mol) in CH2C12 (1 L) was slowly added a 4 M HC1 solution (500 mL). The mixture was stirred for 8 h at RT. The mixture was concentrated under vacuum to afford the title compound. ‘H NMR (400 MHz, DMSO-d6) ö 9.35 (s, 1H), 9.02 (s, 1H), 7.72 (s, 1H), 3.30-3.20 (m, 2H), 3.16 (m,J= 6.8Hz, 2H), 2.98-2.85(m, 2H), 1.96 (m,J= 6.8Hz, 2H), 1.90-1.80 (m, 2H), 1.55 (d,J 14Hz, 2H).
References:
MERCK SHARP & DOHME CORP;TANG, Haifeng;PIO, Barbara;JIANG, Jinlong;PASTERNAK, Alexander;DONG, Shuzhi;FERGUSON, Ronald Dale, II;GUO, Zack Zhiqiang;CHOBANIAN, Harry;FRIE, Jessica;GUO, Yan;WU, Zhicai;YU, Yang;WANG, Ming WO2015/17305, 2015, A1 Location in patent:Page/Page column 106