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1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 A mixture of 5-hexen-1-ol (5 g) and 8-azaspiro[4.5]decane-7,9-dione (14 ml) in triethylamine (150 ml) was cooled on an ice bath. Methane-sulfonyl chloride (8.6 g) in triethylamine (50 ml) was added dropwise and the mixture was stirred at room temperature for 1 hour. The mixture was filtered off and the filtrate evaporated. Dichloromethane (7.7 g), potassium carbonate (7.6 g) and N,N-dimethylformamide (100 ml) were added to the residue and the mixture was stirred at 160 C. overnight. The mixture was filtered off and the filtrate evaporated. The residue was purified by short open column chromatography over silica gel (eluent: CH2 Cl2 /CH3 OH 100/0 to 98/2). The pure fractions were collected and evaporated, yielding 1.5 g (13%) of 8-(5-hexenyl)-8-azaspiro[4.5]decane-7,9-dione (interm. 8)., 1075-89-4

The synthetic route of 1075-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica N.V.; US5552399; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 0.24 g of an oil dispersion of sodium hydride are washed free of oil with hexane and then suspended in 3 ml of anhydrous dimethylformamide. The solution of 0.84 g of 3,3-tetramethyleneglutarimide in 5 ml of dry dimethylformamide is added dropwise to said suspension at room temperature and the mixture is stirred for additional 30 minutes before the solution of 0.92 of 1-(2-chloroethyl)-4-diphenylmethoxypiperidine hydrochloride in 5 ml of dry dimethylformamide is added dropwise. After stirring the mixture at room temperature for 18 hours, it is poured onto 30 ml of ice water and repeatedly extracted with diethyl ether. The extract is washed successively with 1 N aqueous sodium hydroxide and brine, dried and evaporated. The residue is taken up in ethyl acetate and the solution acidified with ethereal hydrogen chloride, to yield the N-[2-(4-diphenylmethoxypiperidino)-ethyl]-beta,beta-tetramethyleneglutarimide hydrochloride, melting at 169-171; it is identical with the compound obtained according to Example 1., 1075-89-4

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Reference:
Patent; Ciba-Geigy Corporation; US4261990; (1981); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reaction in dimethylformamide A mixture 3,3-tetramethyleneglutarimide (16.7 g., 0.1 mole), 8-(2-pyrimidinyl)-8-aza-5-azoniaspiro[4.5]decane bromide (29.9 g., 0.1 mole) and potassium carbonate (16.6 g., 0.12 mole) in 190 ml. of dimethylformamide is maintained at 150-155 C. for a reaction period of 24 hours and then evaporated to dryness under reduced pressure. The resulting solid is triturated with 90 ml. of water, taken up in 10% hydrochloric acid and filtered. The acid filtrate is made basic with 10% aqueous sodium hydroxide and precipitated free base collected and dried to provide 8-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione.

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Reference:
Patent; Mead Johnson & Company; US4351939; (1982); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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1075-89-4, The synthetic route of 1075-89-4 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.1075-89-4,8-Azaspiro[4.5]decane-7,9-dione,as a common compound, the synthetic route is as follows.

EXAMPLE 40 3-Aza-spiro[5.5]undecane Was prepared from (3,3-tetramethylenglutarimide by lithium aluminium hydride reduction in tetrahydrofurane under standard conditions. Flash chromatography (silica, eluent dichloromethane/methanol/triethylamine 10:2:0.1) afforded the title compound as colorless oil (94% yield). MS 140(M+H+).

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Reference:
Patent; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger D.; Riemer, Claus; US2003/149036; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1075-89-4,8-Azaspiro[4.5]decane-7,9-dione,as a common compound, the synthetic route is as follows.

1075-89-4, A. Preparation of Formula (I) where m is 3, X is 3-methoxy, Y is hydrogen, R is 8-azaspiro[4.5]decan-7,9-dione and n is 2 To a solution of 0.835 g of 8-azaspiro[4.5]decan-7,9-dione in 10 ml of DMF was added 0.24 g of sodium hydride, and the mixture stirred at 80 C. for 2 hours. Then 1.0 g of (8aR,12aS,13aS)-3-methoxy-12-(3-chloropropanesulfonyl)-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-isoquino[2,1-g][1,6]naphthyridine was added, plus a catalytic amount of sodium iodide, and the mixture stirred at 80 C. for 16 hours. After cooling, the solution was acidified with 2N hydrochloric acid and then washed with ethyl acetate, the aqueous portion basified with aqueous ammonium hydroxide and extracted further with diethylether. The solvent was then dried over sodium sulfate and evaporated under reduced pressure. The residue was flash chromatographed on silica gel, eluding with 50% ethyl acetate in hexane, to give (8aR,12aS,13aS)-3-methoxy-12-[8-(3-propyl)-8-azaspiro[4.5]decan-7,9-dione]sulfonyl-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-isoquino[2,1-g][1,6]naphthyridine as an oil, a compound of formula (I) where n is 2.

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Reference:
Patent; Syntex (U.S.A.) Inc.; US5229387; (1993); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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1075-89-4 8-Azaspiro[4.5]decane-7,9-dione 136843, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1075-89-4,8-Azaspiro[4.5]decane-7,9-dione,as a common compound, the synthetic route is as follows.

General procedure: To the solution of an imide of general structure B in dry toluene anhydrous K2CO3 (2.5 equiv), 18-crown-6 (1 mol %) and 1,4-dibromobutane (4 equiv) were added. The reaction mixture was stirred under reflux for 24 h under inert gas. Then, the reaction mixture was filtered off and the filter cake washed with dichloromethane. The combined filtrates were evaporated under reduced pressure and crude product was distilled under reduced pressure., 1075-89-4

1075-89-4 8-Azaspiro[4.5]decane-7,9-dione 136843, apiperidines compound, is more and more widely used in various fields.

Reference:
Article; Jaro?czyk, Ma?gorzata; Wo?osewicz, Karol; Gabrielsen, Mari; Nowak, Gabriel; Kufareva, Irina; Mazurek, Aleksander P.; Ravna, Aina W.; Abagyan, Ruben; Bojarski, Andrzej J.; Sylte, Ingebrigt; Chilmonczyk, Zdzis?aw; European Journal of Medicinal Chemistry; vol. 49; (2012); p. 200 – 210;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 1075-89-4

1075-89-4 8-Azaspiro[4.5]decane-7,9-dione 136843, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1075-89-4,8-Azaspiro[4.5]decane-7,9-dione,as a common compound, the synthetic route is as follows.

Example 2 8-[4-(Piperazinyl)butyl]-8-azaspiro[4.5]decane-7,9-dione (V) A mixture of 3,3-tetramethyleneglutarimide (50.2 g, 0.3 mole), 1,4-dibromobutane (130 g, 0.6 mole) and anhydrous K2 CO3 (06.7 g, 0.7 mole) in 500 mL toluene was heated at reflux for 20 hr, filtered and concentrated in vacuo. The residue was distilled (165-170 C./0.01 mM) to give 64.1 g of 8-[4-(1-bromo)butyl]-8-azaspiro[4.5]decane-7,9-dione which was combined with piperazine (90.4 g, 1.05 mole) and K2 CO3 (145.5 g, 1.05 mole) in 900 mL toluene and heated at reflux for 18 hr, filtered and concentrated in vacuo. The residue was distilled (180-200 C./0.01 mM) to yield 52.7 g (82%) of V., 1075-89-4

1075-89-4 8-Azaspiro[4.5]decane-7,9-dione 136843, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Mead Johnson & Company; US4581357; (1986); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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1075-89-4, 1075-89-4 8-Azaspiro[4.5]decane-7,9-dione 136843, apiperidines compound, is more and more widely used in various fields.

1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 20 8-{2-[4-(2-Fluorophenyl)piperazin-1-yl]ethyl}-8-azaspiro[4.5]decane-7,9-dione (Compound 20) A mixture of 3,3-tetramethylene glutarimide (6.9 mg) and potassium carbonate (40 mg) in dimethylformamide (0.5 mL) was stirred at room temperature for 30 minutes. 1-(2-Chloroethyl)-4-(2-fluorophenyl)piperazine (10.0 mg) was added and the resulting solution was heated at 120 C. for 3 hours. The solvent was removed and the residue was purified by thin-layer chomatography (silica gel, eluding with hexane/ethyl acetate, 1:1), giving the title compound as a white solid (6.2 mg, 40%). 1H NMR (300 MHz, CDCl13) delta 7.07-6.87 (m, 4H), 3.96 (t, 2H, J=6.6 Hz), 3.05 (t, 4H, J=4.8 Hz), 2.67 (t, 4H, J=4.7 Hz), 2.59 (s, 4 H), 2.54 (t, 4H, J=6.6 Hz), 1.73-1.68 (m, 4H), 1.55-1.50 (m, 4H). ESI-MS m/z 374 (MH+).

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Reference:
Patent; Konkel, Michael; Wetzel, John M.; Noble, Stewart A.; Gluchowski, Charles; Craig, Douglas A.; US2002/28760; (2002); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem