Category: piperidines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5773-58-0,3-Methylpiperidin-4-one,as a common compound, the synthetic route is as follows.,5773-58-0

The crude product from Step A above (14 g, 0.124 mol) was dissolved in DCM (500 mL) and treated with di-tert-butyl dicarbonate (32 g, 0.15 mol). The reaction mixture was stirred at rt for 2 h then N, N-dimethylethylene diamine (2 ML) was added and the and the reaction mixture was stirred for another 30 min. The reaction mixture was washed with 5% citric acid, saturated NAHCO3 solution and brine, dried over MGS04, filtered, and concentrated to give 20.7 g of desired PRODUCT. 1H NMR (500 MHz, CDC13) : 8 4.18 (m, 2H), 3.22 (m, 1H), 2.80 (m, 1H), 2.55 (m, 1H), 2.42 (m, 2H), 1.47 (s, 9H), 1.02 (d, 3H).

5773-58-0 3-Methylpiperidin-4-one 12284277, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; WO2004/41777; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

78190-11-1, 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78190-11-1, Reference Example 25 A mixture of 1-[(benzyloxy)carbonyl]-3-piperidinecarboxylic acid (20.0 g), iodoethane (14.2 g), potassium carbonate (15.7 g), and N,N-dimethylformamide (150 mL) was stirred at room temperature for 5 hours. The reaction solution was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain ethyl 1-[(benzyloxy)carbonyl]-3-piperidinecarboxylate (20.0 g). 1H-NMR (300 MHz, CDCl3) delta: 1.24 (3H, t, J=7.5 Hz), 1.45-1.74 (3H, m), 2.02-2.08 (1H, m), 2.42-2.48 (1H, m), 2.85-3.13 (2H, m), 3.95-4.02 (1H, m), 4.12 (2H, q, J=7.5 Hz), 4.18-4.30 (1H, m), 5.12 (2H, s), 7.27-7.36 (5H, m).

78190-11-1 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid 234339, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 40; In an ice-bath, to DIPA (4.1 mL) was added dropwise a 1 M solution of n-butyl lithium in hexane (10.1 mL). The reaction mixture was diluted with diethyl ether (10 mL), followed by stirring for 20 minutes. Next, the reaction mixture was stirred at -78C, and a solution of ethyl 1-benzyl piperidine-3-carboxylate (6.0 g) in diethyl ether (20 mL) was added dropwise thereto, followed by stirring at -50C for 15 minutes. Next, after addition of 1,3-dibromopropane (2.8 mL) at 70C, it was slowly returned to room temperature. Next, it was heated under reflux for 30 minutes. The reaction mixture was cooled, diluted with water, and extracted with diethyl ether. The organic layer was dried over MgSO4 and then concentrated under reduced pressure. The residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, hexane: EtOAc) to obtain ethyl 1-benzyl-(3-bromopropyl)piperidine-3-carboxylate (1.08 g) as a colorless oily substance., 72551-53-2

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Astellas Pharma Inc.; EP2119716; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

161975-39-9, tert-Butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a residue that was dissolved in absolute ethanol (250 mL). Potassium cyanide (8.2 g, 125 MMOL) was added and the mixture was heated at reflux overnight. The reaction mixture was allowed to cool to ambient temperature, filtered and the solvent was evaporated. The residue was dissolved in diethyl ether (200 mL) and the organic solution was washed with water (2 x 20 mL) and then dried (MGS04) in the presence of activated car- bon. The mixture was filtered and the solvent was evaporated to give 9.2 g of 4- (cyanomethyl) PIPERIDINE-1-CARBOXYLIC acid TERT-BUTYL ESTER.’H NMR (400 MHz, CDCI3) 8 1.20- 1.33 (m, 2H), 1.46 (s, 9H), 1.77-1. 88 (m, 3H), 2.32 (d, 2H), 2.66-2. 78 (m, 2H), 4.10-4. 23 (m, 2H).

161975-39-9, As the paragraph descriping shows that 161975-39-9 is playing an increasingly important role.

Reference：
Patent; NOVO NORDISK A/S; WO2004/54973; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

223632-64-2, 1-(3-Chloro-4-fluorobenzoyl)piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: 6-(3-Chloro-4-fluorobenzoyl)-1-oxa-6-azaspiro[2.5]octane-2-carbonitrile (V). A suspension of 1-(3-chloro-4-fluorobenzoyl)piperidin-4-one (4160 g, 16.27 mol) in 28.4 liters of dichloromethane and 11.7 liters of sodium hydroxide at 30.5%, supplemented with 186 g of tetrabutylammonium chloride, is cooled to 15 C. chloroacetonitrile (1540 ml, 24.4 mol) is then added slowly and with vigorous stirring and the mixture is stirred for 3 hours at 20 C. Further addition of chloroacetonitrile (500 ml) is carried out in order to complete the reaction.The reaction medium is diluted with dichloromethane (8.5 liters) and water (20 liters) and then separated by decantation and washed again with water.The brown solution obtained is decolorized with 2 kg of silica and 500 g of animal charcoal and then evaporated to dryness.The residue obtained is crystallized from isopropanol in order to give, after filtration, 3426 g of brown crystals. m.p.=100-101 C., 223632-64-2

As the paragraph descriping shows that 223632-64-2 is playing an increasingly important role.

Reference：
Patent; Maurel, Jean-Louis; Bonnaud, Bernard; Ribet, Jean-Paul; Vacher, Bernard; US2004/116705; (2004); 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.174543-74-9,Methyl N-Cbz-3-piperidinecarboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-benzyl 3-methyl piperidine-1,3-dicarboxylate (2.0 g, 7.14 mmol) in THF (60 mL) was added LDA (2.0 M in THF) (10.8 mL, 21.66 mmol) dropwise at -78 C. After the solution was stirred for 30 mm at -78 C, S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate (4.35 g, 10.81 mmol) was added. After addition, the resulting solution was allowed to react, with stirring, for an additional 2 h at -40 C. The reaction was then quenched by the addition of 30 mL of a saturated aqueous solution of NH4C1. The resulting mixture was extracted with EtOAc (3 x 70 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. Purification by silica gel chromatography (eluting with 1:4 EtOAc/pet. ether) afforded 1-benzyl 3-methyl 3-(trifluoromethyl)piperidine-1,3- dicarboxylate as a yellow oil. MS: (ESI, m/z): 346 [M+H].

174543-74-9, The synthetic route of 174543-74-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

888952-55-4, Methyl 1-Boc-3-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

888952-55-4, To a solution of LDA (lithium diisopropylamide) (prepared by mixing 0.64 mL of i-Pr2NH and 2.7 mL of a 1.6 M solution of n-BuLi in hexanes in 4 mL of anhydrous THF) at -78 C. under N2 was added a solution of 1-(1,1-dimethylethyl) 3-methyl 1,3-piperidinedicarboxylate (prepared as in U.S. Pat. No. 5,190,953, 1.009 g, 4.15 mmol) in 6 mL of anhydrous THF. The reaction mixture was stirred at -78 C. for 30 min. A solution of 2-Chloro-4-phenylquinazoline (1.002 g, 4.16 mmol) in 8 mL of anhydrous THF was then added dropwise into the reaction mixture at -78 C. The reaction mixture was stirred at -78 C. for 20 min. and then slowly warmed to room temperature in 3 hours. The mixture was cooled back to 0 C. Saturated NH4Cl solution was added to quench the reaction. The mixture was extracted with EtOAc (2*50 mL). The combined organic extracts was dried with MgSO4, filtered and concentrated. The residue was chromatographed on silica gel with 10% ethyl acetate in hexanes to remove the unreacted 2-Chloro-4-phenylquinazoline. The column was then eluted with 20% ethyl acetate in hexanes to give 1.803 g of product as a white foam. APCI MS m/z 348, 392, 448 (M++1, 100%).

888952-55-4 Methyl 1-Boc-3-methylpiperidine-3-carboxylate 46911995, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Caprathe, Bradley William; Glase, Shelly Ann; Konstantinou, Zissis; Schelkun, Robert Michael; Sheehan, Susan M.; Thomas, Anthony Jerome; Yuen, Po-Wai; US2005/96327; (2005); 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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

61995-20-8, Step 6: preparation of 3-(tert-butoxycarbonyl-hydrazono)-piperid me-i -carboxylic acid benzyl ester. To a solution of 3-oxo-piperidine-1-carboxylic acid benzyl ester (150 g, 0.64 mol) in tetrahydrofuran (1.5 L) was added tert-butyl hydrazinecarboxylate (85 g, 0.64 mol). The solution was heated to reflux for 2 h, after which it was cooled to ambienttemperature and concentrated in vacuo to afford the title compound. MS (M+H) m/z348. 1H-NMR (CDCI3) 67.56 (s, 1H), 7.28-7.41 (m, 5H), 5.14-5.16 (d, 2H), 4.13-4.25 (d,2H), 3.73-3.78 (m, 0.6 H), 3.53-3.61 (m, 1.4H), 2.51-2.56 (t, 0.7H), 2.33-2.37 (t, 1.3H),1.82-1.91 (m, 2H), 1.52 (s, 9H)

61995-20-8 Benzyl 3-oxopiperidine-1-carboxylate 1514169, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; PFIZER INC.; SPRINGER, John Robert; DEVADAS, Balekudru; GARLAND, Danny James; GRAPPERHAUS, Margaret Lanahan; HAN, Seungil; HOCKERMAN, Susan Landis; HUGHES, Robert Owen; SAIAH, Eddine; SCHNUTE, Mark Edward; SELNESS, Shaun Raj; WALKER, Daniel Patrick; WAN, Zhao-Kui; XING, Li; ZAPF, Christoph Wolfgang; SCHMIDT, Michelle, Ann; WO2014/68527; (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.90802-45-2,3-Aminopiperidine-2,6-dione hydrobromide,as a common compound, the synthetic route is as follows.

Add 55.0 g (0.263 mol) of 3-amino-2,6-piperidinone hydrobromide to a 1000 ml reaction flask.Triethylamine 75ml, 200ml acetonitrile, stirred and mixed at room temperature, heated to 80 C, adding a mixture of 72.1g (0.263mol) of methyl 2-bromomethyl-3-nitrobenzoate and 150ml of acetonitrile, heat preservation reaction for 10h, Cold to room temperature,Slowly add 200ml of water and stir for 0.5h.The product was obtained as an off-white solid, 49.6 g, yield 65.2%.

90802-45-2, The synthetic route of 90802-45-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shijiazhuang Duen Pharmaceutical Technology Co., Ltd.; Fang Yu; Du Yumin; (8 pag.)CN109776493; (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.888952-55-4,Methyl 1-Boc-3-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Step 2. 1-tert-Butyl 3-methyl 3-methylpiperidine-1,3-dicarboxylate. To a solution of 1-tert-butyl 3-methyl 3-methylpiperidine-1,3-dicarboxylate (15.86 g, 0.062 mol) in THF (100 ml) and H2O (10 ml) was added LiOH.H2O (7.76 g, 0.186 mol) at room temperature. The mixture was refluxed at 70 C. for 6 h. After TLC (Petroleum ether/EtOAc, 4:1, stained by iodine) showed the starting material to be consumed, the mixture was concentrated to dryness. The residue was diluted with H2O (300 mL) and then extracted with MTBE (100 mL×2). The organic layers were discarded. The resulting aqueous layer was acidified to pH 1 with 1M HCl (aq.) and then extracted with MTBE twice. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated to dryness to give 1-tert-butyl 3-methyl 3-methylpiperidine-1,3-dicarboxylate (13.97 g, 93%) as a white solid., 888952-55-4

888952-55-4 Methyl 1-Boc-3-methylpiperidine-3-carboxylate 46911995, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Thorarensen, Atli; Brown, Matthew Frank; Casimiro-Garcia, Agustin; Che, Ye; Coe, Jotham Wadsworth; Flanagan, Mark Edward; Gilbert, Adam Matthew; Hayward, Matthew Merrill; Langille, Jonathan David; Montgomery, Justin Ian; Telliez, Jean-Baptiste; Unwalla, Rayomand Jal; US2015/158864; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem