Category: 79099-07-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

79099-07-3, Trimethylsulfoxonium iodide (13.3 grams, 0.06 mole) was added to a stirred solution of sodium hydride (60 % dispersion in oil, 3.0 grams, 0.126 mole) in THF (150 mL) at 10 C. Reaction mass temperature was slowly raised to RT and stirred further for 2 hours at the same temperature. Reaction mass, was then cooled to 10 C and added M-boc-piperidine-4-one (10 grams, 0.05 mole) solution in THF (50 mL) at the same temperature. Then reaction mass temperature was slowly raised to RT and stirred for 3 hours at same temperature. The progress of the reaction was monitored by. TLC. After completion of the reaction (TLC), the mass was quenched in chilled water (300 mL), the compound was extracted with dichloromethane (3 x 150 mL). The combined organic phase was washed with water (100 mL), brine solution (100 mL) and dried over sodium sulphate. The organic phase was concentrated on rotavacuum to obtain the crude residue, which was further purified by flash chromatography using ethyl acetate: n-hexane ( 15:85) to afford the title compound. Yield: 7.1 grams (66 %). – N R (6 ppm): 1.47 (9H, s), 1.59 – 1.62 (2H. m), 1.76 – 1.83 (2H, m).2.69 (2H, s), 3.39 – 3.45 (2H,m), 3.70 -3.73 (2H, m); Mass(m/z): 158.2 (M-56)+.

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; SUVEN LIFE SCIENCES LIMITED; NIROGI, Ramakrishna; SHINDE, Anil Karbhari; JASTI, Venkateswarlu; WO2014/147636; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.,79099-07-3

[Reference Example 1] Synthesis of 6-aza-1-oxaspiro[2.5]octane-6-carboxylic acidtert-butyl ester After dissolving 60percent NaH-in-oil (5.28 g, 132 mmol) in DMSO (dimethylsulfoxide) (250 mL) cooled to 0¡ãC, trimethylsulfonium iodide (29.0 g, 132 mmol) was added. The reaction mixture was then raised to room temperature and the mixture was stirred for 40 minutes. N-Boc-piperidone (Boc = tert-butoxycarbonyl) (25.0 g, 125 mmol) was added to the reaction mixture, which was then stirred at room temperature for 1 hour and then at 55¡ãC for 1.5 hours. Next, the reaction mixture was poured into ice-cooled water (500 mL) and was extracted with AcOEt (ethyl acetate) (500 ml x 3 times). The organic layer obtained by combining the ethyl acetate layers was washed with water and then with saturated brine, and then dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated to obtain 6-aza-1-oxaspiro[2.5]octane-6-carboxylic acid tert-butyl ester. The compound was identified by 1H-NMR. The yield was 26.4 g (99percent). 1H-NMR (270 MHz, CDCl3): 1.40-1.49(m,2H), 1.46(s,9H), 1.74-1.85(m,2H), 2.69(s,2H), 3.37-3.48(m,2H), 3.68-3.77(m,2H).

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

Reference£º
Patent; TEIJIN LIMITED; EP1505067; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

79099-07-3,79099-07-3, 1-Boc-4-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acetonitrile (2.06 g, 50.18 mmol) was added to tetrahydrofuran (30.00 mL); added dropwise with n-butyl lithium (2.5 M, 20.07 mL) at -78 C and under nitrogen protection,and stirred at -78 C for 1 hour. 4-oxoperidine-1-formic acid tert-butyl ester (5.00g, 25.09 mmol) was added to the reaction solution under nitrogen protection at -78-25 C, and the reaction mixture was stirred at -78-25 C for 9 hours. TLC showed that new products appeared but the raw materials were not completely consumed. The reaction solution was concentrated, added with ethyl acetate (10 mL) and water (20 mL), and then extracted with ethyl acetate (20 mL) three times. The combined organic phases were dried over anhydrous sodium sulfate (5 g), concentrated, separated and purified by column chromatography (PE: EA = 5:1 to 2:1) to give compound 11A. 1H NMR (400MHz, deuterated chloroform) delta = 3.91 (br s, 2H), 3.15 (br t, J=11.6 Hz, 2H), 2.54 (s, 2H), 1.77 – 1.70 (m, 2H), 1.67 – 1.60 (m, 2H), 1.46 (s, 9H).

The synthetic route of 79099-07-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Medshine Discovery Inc.; LIU, Xile; DING, Charles Z.; CHEN, Shuhui; WU, Lingyun; HU, Lihong; WAN, Haiwen; (118 pag.)EP3567030; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.,79099-07-3

Prepared according to a variation of a literature procedure (J. Med. Chem., 2008, 51 , p2170): Trimethylsulfoxonium iodide (22.5 g, 102 mmol) was suspended in DME (100 mL) under N2 and potassium fe/f-butoxide (12.5 g, 1 1 1 mmol) was added. After 30 min, the mixture was cooled to 0 C and a solution of fe/f-butyl 4-oxopiperidine-1-carboxylate (20 g, 100 mmol) in DME (20 mL) was added dropwise over 45 min. The reaction was allowed to warm to RT over 16 h then quenched by the addition of water (150 mL). The mixture was extracted with Et20 (3 x 100 mL). The combined organic extracts were washed with brine (100 mL), dried over MgS04 and concentrated. The residue was dried by azeotropic distillation with toluene to give the title compound (16.5 g, 83%). 1 H NMR (300 MHz, CDCI3): delta 3.81-3.58 (m, 2H), 3.40 (ddd, 2H), 2.67 (s, 2H), 1.78 (ddd, 2H), 1.56-1.30 (m, 2H), 1.45 (s, 9H).

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ALMAC DISCOVERY LIMITED; HEWITT, Peter; MCFARLAND, Mary Melissa; ROUNTREE, James Samuel Shane; BURKAMP, Frank; BELL, Christina; PROCTOR, Lauren; HELM, Matthew Duncan; O’DOWD, Colin; HARRISON, Timothy; (280 pag.)WO2018/20242; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

79099-07-3, 1-Boc-4-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

79099-07-3, In a reaction flask, 20 g (0.1 mol) of N-Boc-4-piperidone was added to 200 mL of toluene,Then 18 g (0.2 mol) of dimethyl carbonate and 22 g (0.2 mol) of potassium tert-butoxide were added, and the mixture was heated to 70 ¡ã C. for 1 hour,Cooled to room temperature, quenched with water 100mL,The reaction solution was adjusted to pH 7 with 1 mol / L HCl,Extracted with ethyl acetate, dried over anhydrous sodium sulfate,Dried to give N-Boc-3-methyl-4-piperidone as a yellow oil 25 g;

The synthetic route of 79099-07-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wang Erxia; (19 pag.)CN107266442; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

79099-07-3, A mixture of tert-butyl 4-oxopiperidine-1-carboxylate (15.0 g, 0.075 mol) and DMFDMA (9.87 g, 0.0829 mol) in DMF (100 mL) was heated at 90 C with stirring overnight. The resulting mixture was then concentrated in vacuo and diluted with water (100 mL). The resulting mixture was extracted with EA (30 mL) for three times. The combined organic layer was washed with water, dried over anhydrous Na2SO4 and concentrated in vacuo to give the crude tert-butyl 3-(dimethylaminomethylene)-4-oxo-piperidine-1-carboxylate (13 g) as yellow oil, which was used in the next step directly.

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Jianhua; WANG, Min; YANG, Song; (84 pag.)WO2018/83106; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

79099-07-3,79099-07-3, 1-Boc-4-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

was carried out for 12 h at room temperature.The reaction of the starting material V was completed by TLC (dichloromethane:methanol = 10:1).Spin dry methanol,Adjust pH=9 with saturated NaOH solution,Extracted with dichloromethane (10.00 ml x 3),Dry over anhydrous sodium sulfate, filter,The solvent was evaporated to give a pale yellow oil (yield: 1.00 g).

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

Reference£º
Patent; China Pharmaceutical University; Xu Yungen; Ji Dezhong; Zhang Jingjing; Zhu Qihua; Liang Tingting; Bai Ying; Wang Zhibin; (31 pag.)CN109734700; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

79099-07-3, To a solution of /ert-butyl 4-oxopiperidine-l-carboxylate (50 g, 251 mmol) in pyridine (500 mL) is added molecular sieves (50 g) and the mixture is stirred at room temperature for 10 minutes, followed by the addition of NH2OH HCl (30.25 g, 427 mmol). The resulting reaction is stirred at room temperature overnight, and the reaction mixture filtered through a pad of celite to remove the molecular sieves. The filtrate is diluted with water, the layers separated and the aqueous phase extracted with more ethyl acetate. The combined organic phases are washed with brine, dried over EPO MgSO4, filtered, and concentrated in vacuo to provide the title compound. This material is used in the next step without further purification.1H NMR (300 MHz, DMSO-ddelta): 1.52 (s, 9H), 2.36 (t, J=6.0 Hz, 2H), 2.58 (t, J=6.0 Hz, 2H), 3.50-3.58 (m, 4H).

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2006/56877; (2006); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

EXAMPLE 10; N-Isopropyl-N-piperidin-4-yl-3-trifluoromethylbenzenesulfonamide (19); [0258] NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 14 (10 g, 50 mmol, Aldrich), compound 15 (3 g, 52.5 mmol, Aldrich), molecular sieves (4A beads, 2Og, Aldrich) in DCE (200 ml) at 0 0C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2ml), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 16 as a colorless oil. Compound 17 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 16, TEA (10 ml) and DCM (10 ml) at room temperature. The resulting mixture was heated and stirred at 37 0C for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 ml), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 18 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 ml of 1,4-dioxane. HCl (10 ml, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 19 as HCl-salt, which was suspended in EtOAc, and neutralized with IN NaOH aq, concentrated and dried under vacuum to give compound 19 as colorless oil (5 g, yield 65%)., 79099-07-3

The synthetic route of 79099-07-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EURO-CELTIQUE S.A.; SHIONOGI & CO., LTD.; WO2007/118854; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

79099-07-3, Cvclopropylmethyl-{l-[2-(lH-indazol-4-yl)-4-morpholin-4-yl-thienor3,2- d1pyrimidin-6-ylmethyl1-piperidin-4-yl}-(2-methoxy-ethyl)-amine (108).Prepared via [l-(2-Chloro-4-mophiholin-4-yl-thieno[3,2-d]pyrimidin-6- ylmethyl)-piperidin-4-yl]-cyclopropylmethyl-(2-methoxy-ethyl)-amine, prepared from cyclopropylmethyl-(2-methoxy-ethyl)-piperidin-4-yl-amine. Amine preparation: l-BOC-4-piperidone (500mg) and 2-methoxyethylamine(218muL) were stirred in MeOH at room temperature. After 16 h, sodium borohydride was added (190mg) carefully. After a further 3 h, the reaction mixture was diluted with DCM, washed with water, dried (MgSO4) and the solvent removed in vacuo to yield 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester (560mg).A mixture of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (525mg), cyclopropylmethyl bromide (218muL) and potassium carbonate (340mg) was heated to reflux in MeCN for 16 h. After cooling the reaction mixture was diluted with chloroform, washed with brine, dried (MgSO4) and the solvent removed in vacuo to yield 4-[cyclopropylmethyl-(2-methoxy-ethyl)-amino]- piperidine-1-carboxylic acid tert-butyl ester (475mg). Removal of the BOC group with HCl yielded the desired compound, which was isolated as the hydrochloride salt.1H NMR (400MHz, CDCl3): -0.01-0.01 (2H, m), 0.40-0.48 (2H, m), 1.45-1.60 (3H, m), 1.62-1.70 (2H, m), 1.97-2.04 (2H, m), 2.33 (2H, d), 2.52-2.61 (IH, m), 2.67 (2H, t), 2.92-3.00 (2H, m), 3.25 (3H, s), 3.34 (2H, t), 3.71 (2H, s), 3.82 (4H, t), 4.00 (4H, t), 7.22 (IH, s), 7.49 (IH, t), 7.48 (IH, d), 8.28 (IH, d), 8.90 (IH, s), 10.00 (IH, br); MS (ESf) 562 (MH+).; 111 { l-[2-(lH-Indazol-4-ylV4-morpholin-4-yl-thienor3,2-d”|pyrimidin-6-ylmethyl1- piperidin-4-vU-(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amine. Via [l-(2-Chloro-4-mophiholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4- yl]-(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amine, prepared from (2-methoxy- ethyl)-piperidin-4-yl-(2,2,2-trifluoro-ethyl)-amine.Amine preparation: l-BOC-4-piperidinone (2.0Og) and 2-methoxyethylamine (872muL) were stirred together in MeOH (2OmL) at room temperature overnight. Sodium borohydride (760mg) was then added portionwise and the reaction mixture was allowed to stir further at ambient temperature. After 16 h, the solvent was removed in vacuo, the residue was diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester as a colourless oil (1.69g).To a solution of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (500mg) in DCM (5mL) and triethylamine (540muL) was added trifluoroacetic anhydride (548muL). The reaction mixture was stirred at room temperature overnight, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-(2,2,2-trifluoro-acetyl)-amino]-piperidine- 1 -carboxylic acid tert-huy ester as an oil (685mg).To a solution of 4-[(2-methoxy-ethyl)-(2,2,2-trifiuoro-acetyl)-amino]- piperidine-1 -carboxylic acid tert-butyl ester (685mg) in dry THF (7mL) was added borane-methyl sulfide complex (405uL) at O0C under inert atmosphere. The reaction mixture was refluxed for 3 h, and then stirred at room temperature overnight, quenched with MeOH, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amino]-piperidine-l -carboxylic acid tert-huy ester as an oil (635mg). Treatment of this compound with HCl in DCM/MeOH furnished the desired amine, isolated as the hydrochloride salt. EPO 1H NMR (400MHz, CDCl3) 1.55-1.64 (2H, m), 1.76-1.82 (2H, m), 2.12-2.18 (2H, m), 2.58-2.62 (IH, m), 2.86 (2H, t, J=6.3Hz), 3.03-3.08 (2H, m), 3.20 (2H, q, J=9.4Hz), 3.33 (3H, s), 3.45 (2H, t, J=6.4Hz), 3.84 (2H, s), 4.00 (4H, t, J=5.1Hz), 7.22 (IH, s), 7.49 (IH, t, J=7.2Hz), 7.48 (IH, d, J=8.3Hz), 8.28 (IH, d, J=7.1Hz), 8.90 (IH, s), 10.00 (IH, br); MS (ESI+) 590 (MH+).

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

Reference£º
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem