Month: August 2020

913812-09-6, (R)-1-(Pyrrolidin-3-yl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,913812-09-6

This free base diamine is added to a stirred solution of 5-bromo-2-fluorophenylisothiocyanate (prepared from 5-bromo-2-fluoroaniline, CAS No.2924-09-6, catalog No.18297, Matrix Scientific, PO Box 25067, Columbia, S.C. 29224) (0.464 g, 2.0 mole) in acetonitrile (20 mL). Cesium carbonate (2.6 g, 8.0 mmol) is added to the reaction mixture. The reaction mixture is then heated to 150 C. under microwave irradiation for 30 minutes. The reaction mixture is cooled to room temperature then diluted with water and extracted with chloroform. The organic layer is dried (MgSO4) and filtered. The filtrate is concentrated under reduced pressure to give a residue that is purified by silica gel chromatography (100% dichloromethane to 50:50 dichloromethane/90% dichloromethane and 10% methanol). Fractions containing product are combined and concentrated under reduced pressure to give (R)-5-bromo-2-(3-(piperidin-1-yl)pyrrolidin-1-yl)benzo[d]thiazole.

The synthetic route of 913812-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Abbott Laboratories; US2009/163464; (2009); 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.91419-48-6,tert-Butyl 4-carbamoylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,91419-48-6

The amide (20 g, 76.3 mmol) was dissolved in 1,4-dioxane with heating and the clear solution placed in a 60 0C oil bath. Lawesson’s Reagent was added (15.43 g, 38.15 mmol) and the solution stirred for 2 hours. The solution was cooled to RT, poured into 8:1 water : saturated NaHCO3, followed by aqueous/EtOAc work-up and silica gel chromatography (EtOAc : hexanes (1:4)) to give the titled compound.

The synthetic route of 91419-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2007/64553; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

915976-32-8, (2S,5S)-1-tert-Butyl 2-methyl 5-hydroxypiperidine-1,2-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,915976-32-8

To a solution of 1-tert-butyl 2-methyl (25,5>S)-5-hydroxypiperidine-l,2-dicarboxylate (3.36 g) in dichloromethane (40 mL) were added triethylamine (2.8 mL) and methanesulfonyl chloride (1.2 mL). After 1 1A hours, the reaction mixture was diluted with dichloromethane, washed with NaHCO3 and brine, dried over anhydrous sodium sulfate, filtered and concentrated to give 4.54 g of the title compound.

The synthetic route of 915976-32-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/125974; (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.92235-39-7,(S)-tert-Butyl (2-oxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.,92235-39-7

[00209] (.S)-Benzyl 2-(3-((teri-Butoxycarbonyl)amino)-2-oxopiperidin-l-yl)acetate (134). A solution of 0.36 g of 133 (1.68 mmol) in 5 mL of anhydrous THF was added to a suspension of 134 mg (3.36 mmol) of sodium hydride (60% dispersion in mineral oil) in 10 mL of anhydrous THF. The reaction was stirred at room temperature for 15 min, and 280 (403 mg, 1.76 mmol) of benzyl bromoacetate was added. After 5 h stirring at room temperature, 30 mL of EtOAc was added, followed by 20 mL of water. The organic phase was washed with 20 mL of brine, dried over Na2SC>4, filtered and concentrated under reduced pressure to afford an oily residue. The residue was purified by chromatography on a silica gel column (10 chi 2 cm). Elution with 3: 1 hexanes-EtOAc afforded 134 as colorless oil: yield 353 mg (58%); Silica gel TLC ? 0.52 (3: 1 hexanes- EtOAc); ‘H NMR (CDC13) delta 1.35 (s, 9H), 1.47-1.63 (m, 1H), 1.75-1.85 (m, 2H), 2.26- 2.38 (m, 1H), 3.17-3.34 (m, 2H), 4.01 (m AB system, 2H), 3.93-4.07 (m, 1H), 4.99-5.11 (m, 2H), 5.43 (br s, 1H) and 7.16-7.31 (m, 5H); 1 C NMR (CDC13) delta 20.8, 27.8, 28.3, 48.7, 48.9, 51.6, 66.8, 79.3, 128.2, 128.3, 128.5, 135.3, 155.8, 168.6 and 170.3.

The synthetic route of 92235-39-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARIZON BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; HECHT, Sidney; DEDKOVAL, Larisa; MAINI, Rumit; ROY CHOWDHURY, Sandipan; PAUL, Rakesh; (104 pag.)WO2016/118877; (2016); 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.930785-40-3,tert-Butyl 1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate,as a common compound, the synthetic route is as follows.,930785-40-3

Titanium(IV) isopropoxide (998 mg, 3.51 mmol) was added to a mixture of C23 (300 mg, 1.17 mmol) and tetrahydro-2 –pyran-3-carbaldehyde (160 mg, 1.40 mmol) in ethanol (10 mL) at 27 C, and the reaction mixture was stirred at 27 C for 15 hours. It was then cooled to 0 C, treated with sodium borohydride (88.6 mg, 2.34 mmol), and allowed to stir at 25 C for 4 hours. Water (10 mL) was added slowly, and the resulting mixture was stirred at 25 C for 30 minutes. After combination with a mixture derived from a smaller-scale reaction carried out on C23 (50 mg, 0.20 mmol), this was extracted with ethyl acetate (3 x 30 mL). The combined organic layers were dried, filtered, and concentrated in vacuo; purification via chromatography on silica gel (Gradient: 0% to 5% methanol in dichloromethane) provided the product as a colorless oil. Starting material C23 (200 mg) was also recovered, as a yellow gum. Yield: 106 mg, 0.299 mmol, 22% (51 % based on recovered starting material). LCMS m/z 355.3 [M+H]+. 1H NMR (400 MHz, CDCI3) delta 3.96-3.88 (m, 1 H), 3.88-3.80 (m, 1 H), 3.79-3.58 (m, 4H), 3.42-3.33 (m, 1 H), 3.19-3.04 (m, 3H), 2.42-2.33 (m, 1 H), 2.33-2.26 (m, 1 H), 2.26-2.19 (m, 1 H), 2.15-2.01 (m, 3H), 1.98-1.73 (m, 5H), 1.64-1.53 (m, 2H), 1.44 (s, 9H), 1.44-1.34 (m, 2H).

The synthetic route of 930785-40-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; BECK, Elizabeth Mary; BRODNEY, Michael Aaron; BUTLER, Christopher Ryan; GILBERT, Adam Matthew; HELAL, Christopher John; JOHNSON, Douglas Scott; MCALLISTER, Laura Ann; MONTGOMERY, Justin Ian; O’NEIL, Steven Victor; ROGERS, Bruce Nelsen; VERHOEST, Patrick Robert; WEBB, Damien; (236 pag.)WO2017/21805; (2017); 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.934342-39-9,1-(tert-Butoxycarbonyl)-3-fluoropiperidine-3-carboxylic acid,as a common compound, the synthetic route is as follows.,934342-39-9

To a stirred solution of 1-(tert-butoxycarbonyl)-3-fluoropiperidine-3-carboxylic acid (0.400 g, 1.62 mmol) in acetone (4 ml) was added K2C03 (0.670 g, 4.86 mmol) followed by the addition ofmethyl iodide (0.689 g, 4.86 mmol) at 0C under nitrogen and the resulting mixture was stirred at rt for 12h. The resulting reaction mixture was concentrated under reduced pressure and crude was diluted with water (50 ml) and extracted with EtOAc (3 x 50 ml). Combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to yield 1-(tert-butyl) 3-methyl 3-fluoropiperidine-1,3-dicarboxylate (0.400 g, 1.53 mmol; Crude). LCMS: Method C, 1.933mi MS: ES+262.58.

The synthetic route of 934342-39-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MISSION THERAPEUTICS LIMITED; STOCKLEY, Martin Lee; KEMP, Mark Ian; (89 pag.)WO2018/60691; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

948015-72-3, tert-Butyl 3-(cyanomethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,948015-72-3

tert-butyl 3-(cyanomethyl)piperidin-1-carboxylate (0.292 g, 1.3 mmol) obtained in Step C was dissolved in 13mL of DCM and cooled to 0C. HCl (1.3 mL, 5.6 mmol, 4 M 1,4-dioxane solution) was slowly added thereto. After stirringat 0C for 1 hour, the reaction solution was concentrated under reduced pressure to obtain the title compound (0.18 g,86 %).1H-NMR (DMSO-d6) delta 9.16 (2H, brs), 3.21 (2H, t), 2.73 (1H, m), 2.61 (3H, m), 2.11 (1H, m), 1.81 (2H, m), 1.69 (1H, m),1.27 (1H, m)

The synthetic route of 948015-72-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LG Chem, Ltd.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; PAEK, Seung Yup; KANG, Seung Wan; KIM, Byung Gyu; LEE, Chang Seok; KIM, Sung Wook; LEE, Sang Dae; (369 pag.)EP3239143; (2017); 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.954236-44-3,tert-Butyl 3-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate,as a common compound, the synthetic route is as follows.,954236-44-3

tert-butyl ORSVS-O-chloro-delta-fluorophenvD-i-oxa-delta-azaspiro^.deltaldecane-delta-carboxylate To a solution of tert-butyl 3-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate (3.01 g, 11.8 mmol) in 2-MeTHF (100 imL) at 0 0C was added 3-chloro-delta-fluorophenylmagnesium bromide (0.5 M in THF, 25 ml_, 12.5 mmol; Aldrich) dropwise. After 30 min the reaction was warmed to RT for 2 hrs, and then stored in the freezer for 2 days. More 3-chloro-5-fluorophenylmagnesium bromide (27 ml_, 13.5 mmol) was added at 0 0C. After stirring overnight at RT, the reaction was quenched with saturated ammonium chloride and extracted with ethyl acetate. The organic layers were dried over magnesium sulfate, filtered, and concentrated to give crude tert- butyl (3RS)-3-(3-chloro-5-fluorophenyl)-3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate as an oil. A solution of the crude alcohol and triethylsilane (9.42 ml_, 59 mmol, 5 equiv) in methylene chloride (100 ml_) was treated with borontrifluoride diethyl etherate (2.91 ml_, 23.6 mmol, 2 equiv) and trifluoroacetic acid (4.38 ml_, 59 mmol, 5 equiv) at 0 0C. After stirring overnight at RT, the reaction mixture was concentrated. The residue was dissolved in ethyl acetate and the organic was treated with 2.5 N NaOH (40 ml_) and water (50 ml_). The layers were separated and the aqueous layer was extracted with ethyl acetate (3 x 50 ml_). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated to give 3.27 g of an oil. To the oil in 2-MeTHF (25 ml_) was added Boc anhydride (1.8Og, 8.26 mmol), DMAP (cat.), and triethylamine (2.47 ml_, 17.7 mmol) and the mixture was stirred overnight. The mixture was treated with water (50 ml_) and 1 N HCI (20 ml_) and extracted with ethyl acetate (3×100 ml_). The organic was dried over magnesium sulfate, filtered and evaporated to give an oil. The oil was purified by flash chromatography (0- 30% EA/heptane) to give the title compound as a solid (0.42 g, 10%). m/z 314 (MH+ minus tBu).

The synthetic route of 954236-44-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; LONG, Scott Allen; MEYERS, Marvin Jay; PELC, Matthew James; SCHWEITZER, Barbara Ann; THORARENSEN, Atli; WANG, Lijuan Jane; WO2010/58318; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

98977-34-5, 1-tert-Butyl 3-ethyl 4-oxopiperidine-1,3-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,98977-34-5

1-tert-Butyl 3-ethyl 3-(3-methylbut-2-enyl)-4-oxopiperidine-1,3-dicarboxylate (41). Yield 89percent,colorless oily substance. IR spectrum, nu, cm?1: 1724,1705, 1685 (=), 1600 (=). 1 NMR spectrum, delta,ppm: 1.25 t (3, 3, J 7.8 Hz), 1.49 s (9, Me3C),1.58 s (3H, CH3C=C), 1.62 s (3H, CH3C=C), 2.34?2.46 m (2H, 2=), 2.50?2.68 m (2, 2=),3.14?3.22 m (1, N), 3.29?3.38 m (1, N),3.54?3.61 m (1, N), 3.71?3.76 m (1, N),4.17 q (2, 2, J 7.8 Hz), 5.09 t (1, =, J6.8 Hz). Mass spectrum, m/z (Irel., percent): 339.97 (8.8)[M + ]+, 284.19 (100) [M ? 57 + 2]+, 240.19 (39)[M ? 101 + 2]+. Found, percent: 63.71; 8.54; N 4.02.1829N5. Calculated, percent: 63.75; 8.64; N 4.18. M339.43.

The synthetic route of 98977-34-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Moskalenko; Boev; Russian Journal of Organic Chemistry; vol. 51; 2; (2015); p. 167 – 173; Russian Journal of Organic Chemistry; vol. 51; 2; (2015); p. 167 – 173,7;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.98977-36-7,1-Boc-3-Piperidinone,as a common compound, the synthetic route is as follows.,98977-36-7

Potassium tert-butoxide (0.971 g),A mixture of tetrahydrofuran (25 mL) and methyltriphenylphosphonium iodide (3.50 g, CAS number: 2065-66-9) was stirred at room temperature for 1 hour. Tert-butyl 3-oxopiperidine-1-carboxylate (1.50 g,A solution of CAS number: 98977-36-7) in tetrahydrofuran (15 mL) was added dropwise, and the mixture was stirred at room temperature overnight. After adding a saturated aqueous solution of ammonium chloride to the reaction solution, the reaction mixture was extracted with ethyl acetate.The organic layer was washed with saturated saline and dried over anhydrous sodium sulfate.After filtration and concentration under reduced pressure, the obtained residue was subjected to silica gel column chromatography (n-hexane / ethyl acetate) to give the title compound (0.994 g) as an oil.

The synthetic route of 98977-36-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Daiichi Sankyo Healthcare Co Ltd; Naito, Hiroyuki; Suzuki, Takayuki; Murata, Takeshi; Kawai, Junya; Higuchi, Saito; (99 pag.)JP2020/45306; (2020); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem