Day: October 16, 2020

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.38385-95-4,2-(Piperidin-4-yl)-1H-benzo[d]imidazole,as a common compound, the synthetic route is as follows.

To a stirred mixture of 4-biphenyl carboxylic acid (10.0 g, 50.5 mmol) and 2-(piperidin- 4-yl)-lH-benzimidazole (10.1 g, 50.5 mmol) in DCM (400 mL) is added l-(3- dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (12.0 g, 62.7 mmol) and 4- dimethylaminopyridine (3.08 g, 25.2 mmol). After 3 h the reaction mixture is diluted with saturated aqueous NaHCU3 (200 mL) and water (100 mL). The mixture is stirred for a few minutes. The organic layer is separated, washed with water, dried over Na2SO4, filtered and concentrated under reduced pressure. Trituration with EtOAc and further washing with EtOAc gives 14.1 g of [4-(lH-benzimidazol-2-yl)piperidin-l- yl] (biphenyl-4-yl)methanone., 38385-95-4

The synthetic route of 38385-95-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COGAN, Derek; MOSS, Neil; SARKO, Christopher Ronald; BAMFORD, Samantha Jayne; LOKE, Pui Leng; NAPIER, Spencer Charles, R.; TYE, Heather; WHITTAKER, Mark; WO2010/80357; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

19365-07-2, 5-Hydroxypiperidin-2-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION S 2-Piperidon-5-yl p-Toluenesulfonate 2-Piperidon-5-ol (0.575 g, 5 mmoles) was dissolved in 15 ml. dimethylformamide and the solution was diluted with 50 ml. dichloromethane. The solution was cooled to 0 C. under nitrogen and 0.95 g. (5 mmoles) p-toluenesulfonyl chloride and 1.22 g. (10 mmoles) 4-dimethylaminopyridine was added. The solution was stirred at 0 C. for 3 hrs., then at 25 C. for 20 hrs. The reaction mixture was then diluted with 125 ml. dichloromethane and the solution was washed with 20 ml. 1N aqueous hydrochloric acid solution, two 20 ml. portions of water and 20 ml. saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. Diethyl ether was added to the residue and the title compound was obtained as the resulting solid product following filtration (0.8 g, 60% yield). The NMR spectrum of the title compound as a deuterochloroform solution had peaks at 2.4 (s) and 1.67-2.6 (c) (total 7H); 3.43 (c, 2H); 4.86 (m, 1H); 6.96 (b, 1H); 7.3 (d, 2H); and 7.76 (d, 2H)ppm.

19365-07-2, The synthetic route of 19365-07-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; US4772597; (1988); 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.52763-21-0,Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

Step 1. Preparation of ethyl 1-benzyl-3-hydroxypiperidine-4-carboxylate (i-16b).A solution of ethyl 1-benzyl-3-oxopiperidine-4-carboxylate, HC1 salt (20.0 g, 67.2 mmol) in MeOH (200 ml) in a 500 ml 3-neck flask equipped with thermocouple was cooled to 0C,followed by the additon of sodium borohydride (7.62 g, 201 mmol) portionwise over a period of 75 mm, avoiding excessive gas evolution. After addition, the mixture was stirred at room temperature for 2.5 hr. The mixture was cooled to 0C, quenched dropwise with 200 ml H20 and extracted into EtOAc. The combined organics were washed with water followed by brine, dried over Na2SO4, filtered and concentrated in vacuo to give ethyl 1-benzyl-3-hydroxypiperidine-4-carboxylate. LCMS (ESI) calc?d for C15H21N03 [M+H]: 264, found:264.

52763-21-0, The synthetic route of 52763-21-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BARR, Kenneth Jay; MACLEAN, John; ZHANG, Hongjun; BERESIS, Richard Thomas; WO2014/28600; (2014); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3973-62-4, 3-Phenylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-phenylpiperidine (1,100 g, 621.1 mmol)Soluble in ethanol (50mL),Will be dissolved in D-camphorsulfonic acid (145.8g, 622.2mmol)A solution of ethanol (150 mL) was added dropwise to a solution of the racemic 3-phenylpiperidine in ethanol and stirred for 2 h.Filtration to obtain camphor sulfonate; then, adding methanol (5 L) to the camphor sulfonate,After heating to complete dissolution, the stirring was stopped; the temperature was slowly lowered to room temperature, and crystallization was carried out at 0 C for 2 days.Filtration gave a crude white solid, 1N aqueous sodium hydroxide (50 mL).Extracted with ethyl acetate (25 mL x 2), and the organic phases were combined.Dry over anhydrous sodium sulfate, filtered and concentrated to give a white solid.Namely (R)-3-phenylpiperidine, the yield was 19.3%., 3973-62-4

As the paragraph descriping shows that 3973-62-4 is playing an increasingly important role.

Reference£º
Patent; Shanghai Bobang Pharmaceutical Technology Co., Ltd.; Liu Zhende; Cui Xiaoyuan; Gao Heyong; (27 pag.)CN108203404; (2018); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

845909-49-1, Ethyl 4-fluoropiperidine-4-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

845909-49-1, Intermediate BKIII): 1-Cyclobutyl-4-fluoro-piperidine-4-carboxylic acid ethyl esterTo a 250 mL round bottle was added compound B1 (P ethyl 4-fluoropiperidine-4- carboxylate, hydrochloride (1.25 g, 5.91 mmol, 1.0 eq), CH2CI2 (40 mL), cyclobutanone B1 (II) (1.30 g, 7.68 mmol, 1.30 eq), and glacial HOAc (0.338 mL, 5.91 mmol, 1.0 eq). After stirring at rt for 5 to 10 min, sodium triacetoxyborohydride (2.00 g, 9.45 mmol, 1.60 eq) was added in one portion. A cloudy solution was obtained. The reaction mixture was stirred at rt for 2 h. To the reaction mixture, 100 mL aqueous NaOH (1 M) was added, and the resulting suspension was stirred at rt for 10 min. The reaction was extracted with EtOAc (150 mL). The organic layer was collected, washed with brine (200 mL), dried over Na2SO4, filtered, and concentrated to afford the desired product, BKIII), as a colorless oil. The crude product was cleaned and subjected to the next step without purification (see next step for the overall reaction yield). 1H NNR (400 MHz, CDCI3, ppm) delta 1.28 (t, J = 7.20 Hz, 3H), 1.64-1.73 (m, 2H), 1.82-1.99 (m, 4H), 2.01-2.21 (m, 6H), 2.72-2.80 (m, 3H), 4.22 (q, J = 7.2 Hz, 2H); 19F NMR (376 Hz, CDCI3, ppm) delta – 166.83.

The synthetic route of 845909-49-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2008/125945; (2008); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1209780-71-1, tert-Butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl 3,3-difluoro-4- hydroxypiperidine-1-carboxylate (0.0706 g, 0.298 mmol) was treated with 1 M KOtBu in THF (0.283 mL, 0.283 mmol) and stirred for 15 minutes. The solution was treated with 2- ([l,2,4]triazolo[4,3-a]pyridin-3-yl)-6,8-difluoroquinoline (0.042 g, 0.149 mmol) and DMF (0.80 mL) then the mixture was stirred at ambient temperature for 16 hours. The mixture was directly chromatographed on SiO2 eluting with a gradient of 2% NH4OH in isopropanol/ethyl acetate. The desired product was collected and concentrated to a colorless oil, (72 mg). MS APCI (+) m/z 500.0 (M+l) detected.

1209780-71-1, The synthetic route of 1209780-71-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; CELESTE, Laura L.; DAVIS, T. Gregg; DELISLE, Robert Kirk; GRESCHUK, Julie Marie; GROSS, Stefan, D.; HICKEN, Erik, James; JACKSON, Leila, J.; LYSSIKATOS, Joseph, P.; KALLAN, Nicholas C.; MARMSATER, Fredrik, P.; MUNSON, Mark, C.; PHENEGER, Jed; RAST, Bryson; ROBINSON, John, E.; SCHLACHTER, Stephen T.; TOPALOV, George T.; WRIGHT, A. Dale; ZHAO, Qian; WO2010/22076; (2010); 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.1454-53-1,Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

To a 0 C solution of ethyl l-benzyl-4-oxopiperidine-3-carboxylate hydrochloride 1 (6.0 g, 20.2 mmol), urea (2.54 g, 42.42 mmol) in MeOH (100 ml) was added NaOMe (6.14 g, 113.7 mmol) under nitrogen atmosphere. The resulting mixture was stirred at 60 C for 20 hours. The reaction mixture was cooled down to the room temperature and concentrated under reduced pressure, the residue was purified by column chromatography (silica gel, dichloromethane/methanol= 10: 1) to provide the desired compound 2 (2.2 g, 42%). LRMS (M + H+) m/z: calcd 258.29; found 258.30.

1454-53-1, The synthetic route of 1454-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZHOU, Han-Jie; PARLATI, Francesco; WUSTROW, David; WO2014/15291; (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.1239319-82-4,tert-Butyl 2-amino-7-azaspiro[3.5]nonane-7-carboxylate,as a common compound, the synthetic route is as follows.

1239319-82-4, A solution of the appropriate chloride (1 eq) (ex: 5-chloro-6-methyl-3-(3- trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1 ,2,3a,4,6-pentaaza-cyclopenta- (ajnaphthalene) and the appropriate amine (3 to 5 eq) (ex: 1-methyl-piperidin-4- ylamine) in nBuOH (15 mL/mmol) was heated up to 180- 185C under microwave irradiation for 5 h – 10 h (or 24 h at 160-180C in a silicon bath). The solvent was evaporated under vacuum and the residue was purified by flash chromatography (Isolute/Flash, Sill, 2.5% MeOH with 7N ammonia in DCM) or by semi-preparative HPLC (Gemini C18 (150 10 mm; 5 m), Solvent A: water with 0.1 % formic acid; Solvent B: acetonitrile with 0.1 % formic acid. Gradient: 40% of A to 0% of A).The NH-BOC-protected amines got deprotected in the reaction conditions and reacted giving a mixture of regioisomers. Amine: 2-amino-7-aza-spiro[3.5]nonane-7-carboxylic acid tert-butyl esterExample 487-[6- ethyl-3-(3-trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1 ,2,3a,4,6- pentaaza-cyclopenta[a]naphthalen-5-yl]-7-aza-spiro[3.5]non-2-ylamineHPLC-MS (method 1 ): Rt=3.37 min, [M+H]+m/z 490.2.1H NMR (700 MHz, MeOD) delta 8.49 (s, 1 H), 8.42 – 8.36 (m, 1 H), 7.66 (td, J = 8.1 , 2.2 Hz, 1 H), 7.42 (d, J = 8.2 Hz, 1 H), 4.45 – 4.39 (m, 2H), 3.47 (ddd, J = 30.1 , 20.6, 10.2 Hz, 4H), 2.96 (d, J = 4.9 Hz, 3H), 2.37 (s, 1 H), 2.34 – 2.27 (m, 2H), 1.90 (dd, J = 12.6, 7.5 Hz, 3H), 1.81 (ddd, J = 22.6, 10.9, 5.6 Hz, 4H), 1.65 (dd, J = 12.3, 8.3 Hz, 2H).Example 49(7-Aza-spiro[3.5]non-2-yl)-[6-methyl-3-(3-trifluoromethoxy-phenyl)-7,8- dihydro-6H-9-oxa-1 ,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-5-yl]-amineHPLC-MS (method 1 ): Rt=3.21 min, [M+H]+m/z 490.2.1H NMR (300 MHz, MeOD) delta 8.60 (s, 1 H), 8.37 (d, J = 8.0 Hz, 1 H), 7.66 (t, J = 8.1 Hz, 1 H), 7.44 (d, J = 8.3 Hz, 1 H), 4.56 – 4.44 (m, 2H), 4.38 (dd, J = 16.0, 8.0 Hz, 1 H), 3.28 (dd, J = 6.9, 2.5 Hz, 2H), 3.25 – 3.15 (m, 2H), 3.16 – 3.05 (m, 2H), 2.79 (s, 3H), 2.59 – 2.44 (m, 2H), 2.07 – 1.92 (m, 4H), 1.92 – 1.81 (m, 2H).

As the paragraph descriping shows that 1239319-82-4 is playing an increasingly important role.

Reference£º
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); GARCIA COLLAZO, Ana Maria; PASTOR FERNANDEZ, Joaquin; BLANCO APARICIO, Carmen; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; RAMOS LIMA, Francisco Javier; HERNANDEZ HIGUERAS, Ana Isabel; SALUSTE, Carl-Gustave Pierre; GONZALEZ CANTALAPIEDRA, Esther; MARTINEZ GONZALEZ, Sonia; SALGADO SERRANO, Antonio; NOYA MARINO, Beatriz; WO2011/80510; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1023301-84-9, tert-Butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Take 4-trifluoromethoxybenzyl alcohol (85 mg, 0.44 mmol, 1.1 eq.).N,N’-carbonyldiimidazole (77 mg, 0.48 mmol, 1.2 eq.)In a 25 mL single-mouth bottle, DMF was dissolved and stirred at room temperature for 2 h.Compound 2-7 (105 mg, 0.4 mmol) was dissolved in DMF.Add triethylamine (64 muL, 0.48 mmol, 1.2 eq.),The reaction solution was added and stirred at room temperature. TLC tracking monitoring.The oil pump was rotated to remove most of the solvent, and EA and saturated sodium bicarbonate solution were added, washed with saturated brine, dried, dried, and passed through a column (PE: EA = 2:1). A white powder of 130 mg was obtained in a yield of 73%., 1023301-84-9

As the paragraph descriping shows that 1023301-84-9 is playing an increasingly important role.

Reference£º
Patent; Guangzhou Hengnuokang Pharmaceutical Technology Co., Ltd.; Zhang Jiancun; Lin Cai; Zou Qingan; (45 pag.)CN108456208; (2018); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem