Month: March 2022

280774-03-0, (1-Isopropylpiperidin-4-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A. 4-{5-[(3-Fluoro-phenyl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-1-methyl-1H-imidazol-2-yloxymethyl}-1-isopropyl-piperidine. To a 0 C. solution of (1-isopropyl-piperidin-4-yl)-methanol (1 equiv.) in THF (0.1 M) is added NaH (1.01 equiv.). The cooling bath is removed, and the reaction is warmed to rt. After 2 h, a solution of 5-[(3-fluoro-phenyl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-2-chloro-1-methyl-1H-imidazole (1.01 equiv.) in dry THF (0.6 M) is added. The reaction mixture is then heated to 60 C. Upon completion of the reaction, mixture is cooled to rt, poured into ice-cold water, and extracted with EtOAc. The combined organic extracts are dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to provide the crude material. The crude material is purified by chromatography or recrystallization

280774-03-0, As the paragraph descriping shows that 280774-03-0 is playing an increasingly important role.

Reference：
Patent; Jones, Todd K.; Mani, Neelakandha; US2005/250948; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

32559-18-5, Methyl piperidine-2-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) Piperidine-2-carboxamide. A mixture of methyl pipecolinate hydrochloride (15.0 g, 83 mmol, Aldrich) and 8% aqueous solution of ammonium hydroxide (150 mL) was stirred for 18 h at room temperature. The white precipitate was filtered and the filter cake was washed with water, and dried under vacuo to give the title compound. MS (ESI, pos. ion) m/z: 129 (M+1).

32559-18-5, 32559-18-5 Methyl piperidine-2-carboxylate hydrochloride 13246231, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Norman, Mark H.; Pettus, Liping H.; Wang, Xianghong; Zhu, Jiawang; US2006/58308; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

61995-20-8,61995-20-8, Benzyl 3-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of trimethylsulfoxonium iodide (35.20 g, 0.16 mol) in t-BuOH (150 mL) was added t-BuOK (17.95 g, 0.16 mol) at 50C , the mixture turned to a cloudy suspension. The mixture was stirred at the same temperature for 1.5h. Compound 5-C (14.90 g, 64 mmol) was then added at that temperature and the mixture stirred at 50C for another 48h. The reaction mixture was cooled to room temperature and partitioned between saturated aqueous NH4CI and EtOAc. The organic phase was separated, dried (MgS04), filtered and concentrated under reduce pressure. The residue obtained was purified silica gel columnchromatography (EtOAc/Pet ether=1/6) to give (2.0 g, 1 1 %) as colorless oil. The structure was confirmed by LC-MS and H-NMR spectra. TLC: Rf=0.52 silica gel EtOAc/Pet ether=1/1 LC-MS : 262 ([M+1]+), H-NMR: 7.33 (m, 5H), 5.14 (s, 2H), 4.66 – 4.43 (m, 2H), 3.82 (d, J = 13.0 Hz, 1 H), 3.67 – 3.07 (m, 3H), 2.37 (m, 2H), 1.99 – 1.35 (m, 4H).

The synthetic route of 61995-20-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; YM BIOSCIENCES AUSTRALIA PTY LTD; BURNS, Christopher John; WO2014/32; (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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Ethyl-3-amino-4-(2-substituted amino)benzoate, 3 (1 mmol) and various sodium bisulfite adducts, 4 (1.5 mmol) were dissolved in DMF (5 mL). The reaction mixture was stirred at 90 C under N2 atmosphere for 24-48 h. After completion of reaction (evident by TLC), the reaction mixture was diluted in ethyl acetate (25 mL) and washed with water (10 mL×3). The organic layer was collected, dried over Na2SO4 and evaporated under reduced pressure to afford crude products. Final compounds 5-7 were obtained in 38-90% yields after recrystallization from ethanol or column purification.

10338-57-5, 10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Yoon, Yeong Keng; Ali, Mohamed Ashraf; Wei, Ang Chee; Choon, Tan Soo; Ismail, Rusli; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 614 – 624;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

916078-39-2, Methyl 4-(hydroxymethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,916078-39-2

To a solution of oxalyl chloride (4.1 mL, 8.2 mmol) in dichloromethane (4 mL) at -78 C. was added dropwise a solution of dimethylsulfoxide (1.2 mL, 16.4 mmol) in dichloromethane (4 mL). After stirring for 5 min, a solution of 4-hydroxymethyl-piperidine-1-carboxylic acid methyl ester (1.3 g, 7.5 mmol) in dichloromethane (5 mL) was added. The resulting solution was stirred for another 5 min, then triethylamine (5.2 mL, 37.3 mmol) was added and the mixture allowed to warm to -10 C. After stirring for 1 h, dichloromethane (100 mL) was added, and the organic layer was washed with 1M aqueous phosphoric acid, 1M aqueous sodium hydroxide, and brine. The solution was dried over sodium sulfate then evaporated to afford the title intermediate as a wheat colored oil (1.0 g, 5.8 mmol, 78%). 1H NMR (300 MHz, DMSO-d6): delta (ppm) 1.36 (m, 2H), 1.83 (m, 2H), 2.48 (br m, 1H), 2.93 (br t, 2H), 3.56 (s, 3H), 3.80 (br d, 2H), 9.56 (s, 1H).

The synthetic route of 916078-39-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Theravance, Inc.; US2006/270652; (2006); 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.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

A solution of tert-butyl 2-oxopiperidine-1-carboxylate (5.4 g, 27 mmol) in THF (100 mL) was added LDA (16.2 mL, 32.4 mmol) at -78 C. After stirring for 0.5 h, phenyl selenisum chloride (7.94 g, 41.5 mmol) was added. The mixture was stirred at -78 C. for 4.5 hrs and then quenched with H2O (30 mL), diluted with brine (200 mL). The aqueous layer was extracted with CH2Cl2 (200 mL×2). The combined organic phase was dried, filtered and condensed. The residue was purified by flash chromatography (100% petroleum ether to petroleum ether/EtOAc=5:1) to give compound tert-butyl 2-oxo-3-(phenylselanyl)piperidine-1-carboxylate (4.27 g, 45%) as an orange solid., 85908-96-9

85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Tolero Pharmaceuticals, Inc.; Xu, Yong; Brenning, Benjamin Gary; Kultgen, Steven G.; Liu, Xiaohui; Saunders, Michael; Ho, Koc-Kan; (119 pag.)US9416132; (2016); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122860-33-7,Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Reference Example 2 N-CBZ-4-iodomethylpiperidine This compound is prepared according to the procedure disclosed in U.S. Pat. No. 5,538,984. Triphenylphosphine (31.2 gr) was added to a mixture of iodine (29.4 g) in toluene (1L). After 5 min, pyridine (18 ml) was added, followed by CBZ-piperidinemethanol (34.6 gr). The resulting mixture was heated and stirred at reflux for 1.5 h. The reaction mixture was allowed to cool to room temperature, and filtered. The filtrate was washed with saturated sodium metabisulfite and brine. The organic layer was dried over MgSO4 and evaporated. The crude product was dissolved in ethyl acetate/hexane 1:5, and filtered through silica gel. The filtrate was evaporated under reduced pressure, and the crude product was crystallized from ethyl acetate/hexane., 122860-33-7

The synthetic route of 122860-33-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHEMAGIS LTD; US2004/48893; (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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of (±)-tert-butyl 3-cyano-4-oxo-piperidine-1-carboxylate (3.00 g, 13.3 mmol, CAS 914988-10-6) in acetone (25 mL) was added potassium carbonate (3.70 g, 26.7 mmol) and iodoethane (4.17 g, 26.7 mmol). The mixture was stirred at 25 C for 16 hrs. On completion, the reaction mixture was concentrated in vacuo to give a residue. The residue was diluted with ice water (20 mL) and extracted with dichloromethane (3 × 20 mL). The combined organic layers were washed with brine (60 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the title compound, which was used in the next step directly without further purification. 1H NMR (400MHz, CDCl3) delta = 3.84 – 3.71 (m, 3H), 3.57 (t, J = 5.7 Hz, 1H), 2.79 – 2.72 (m, 1H), 2.60 – 2.50 (m, 1H), 2.36 (br. s., 1H), 2.07 – 1.99 (m, 1H), 1.53 (s, 9H), 1.12 (t, J = 7.5 Hz, 3H)., 914988-10-6

914988-10-6 tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate 42609283, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel P.; (208 pag.)WO2017/156177; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

6258-28-2, 2-(2,6-Dioxopiperidin-4-yl)acetic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6258-28-2

Example 14 4-{2-[4-(2-tert-Butylphenyl)piperazin-1-yl]-2-oxoethyl}piperidine-2,6-dione A mixture of 1-(2-tert-butylphenyl)piperazine dihydrochloride obtained in Reference Example 1 (500 mg), (2,6-dioxopiperidin-4-yl)acetic acid (311 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (403 mg), 1-hydroxy-1H-benzotriazole monohydrate (322 mg), triethylamine (0.627 mL), and N,N-dimethylformamide (5 mL) was stirred at room temperature for over-night. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to purification by high performance liquid chromatography [Column: Gilson, Ltd. High throughput purification system, YMC Combiprep ODS-A, S-5 mum, 50 mm*20 mm; Gradient cycle: H2O (contains 0.1% CF3COOH)-acetonitrile (contains 0.1% CF3COOH), 90:10 (0 min)-90:10 (1 min)-10:90 (4.2 min)-10:90 (5.4 min)-90:10 (5.5 min)-90:10 (5.6 min); Flow rate: 25 mL/min; detection wavelength: UV 220 nm] to give the title compound (47 mg, 13%) as a white solid. 1H NMR (300 MHz, DMSO-d6) delta 1.41 (s, 9H), 2.35-2.74 (m, 12H), 3.20-3.31 (m, 1H), 3.85-3.98 (m, 1H), 4.40-4.50 (m, 1H), 7.13-7.21 (m, 2H), 7.30-7.34 (m, 2H), 10.72 (br, 1H).

6258-28-2 2-(2,6-Dioxopiperidin-4-yl)acetic acid 234331, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Kasai, Shizuo; McGee, JR., Kevin Francis; US2012/71489; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem