Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.832710-65-3,2,8-Diazaspiro[4.5]decan-1-one hydrochloride,as a common compound, the synthetic route is as follows.

2,8-Diazaspiro[4.5]decan-1 -one hydrogen chloride (200 mg, 1.049 mmol) was dissolved in a mixture of triethylamine (0.439 ml, 3.15 mmol) and dichloromethane (10 ml), and 2-bromo-5-(trifluoromethyl)benzenesulfonyl chloride (407 mg, 1 .259 mmol) was added. The reaction mixture was stirred for 16 h and the reaction mixture was concentrated in vacuo. The resulting yellow solid 8-{[2-bromo-5- (trifluoromethyl)phenyl]sulfonyl}-2,8-diazaspiro[4.5]decan-1 -one (825 mg, impure) was used in the next reaction without further purification. MS ES+ve m/z 443 (M+H). 8-{[2-bromo-5-(trifluoromethyl)phenyl]sulfonyl}-2,8-diazaspiro[4.5]decan-1 -one (825 mg, impure) and potassium carbonate (217 mg, 1.574 mmol) was suspended in 1 ,4- dioxane (10 ml_). Trimethylboroxine (0.219 ml_, 1.574 mmol) and Pd(PPh3)4 (121 mg, 0.105 mmol) were then added and the reaction mixture was heated to 100 C. After 20 h, the reaction was cooled, filtered through a hydrophobic frit, and concentrated in vacuo. The resulting residue was purified by silica column chromatography on SP4 (gradient elution: 0 – 20% MeOH – DCM). The resulting brown residue was further purified on MDAP twice to give 8-{[2-methyl-5-(trifluoromethyl)phenyl]sulfonyl}-2,8- diazaspiro[4.5]decan-1 -one (41 mg, 0.107 mmol) as a white solid. 1 H N MR (400 MHz, DMSO-de) delta ppm 1.39 – 1.49 (m, 2 H) 1.58 – 1 .70 (m, 2 H) 1 .89 (t, J=6.80 Hz, 2 H) 2.65 (s, 3 H) 2.84 – 2.95 (m, 2 H) 3.13 (t, J=6.80 Hz, 2 H) 3.54 (ddd, J=12.63, 4.08, 3.95 Hz, 2 H) 7.63 (s, 1 H) 7.74 (d, J=7.95 Hz, 1 H) 7.98 (dd, J=8.03, 1 .40 Hz, 1 H) 8.03 (d, J=1 .21 Hz, 1 H). MS ES+ve m/z 377 (M+H).

832710-65-3 2,8-Diazaspiro[4.5]decan-1-one hydrochloride 42614558, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; WO2011/141729; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

143900-43-0, (R)-tert-Butyl 3-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

24B: (f?)-3-Methanesulphonyloxypiperidine-1-carboxylic acid fe/f-butyl ester To a solution of (f?)-3-hydroxypiperidine-1-carboxylic acid terf-butyl ester (6.51 g,32.3 mmol) and triethylamine (6.8ml, 1.5 mol eq) in dichloromethane (70ml) at 0 0C was added a solution of methanesulphonyl chloride (3.73 ml, 1.5 mol) in dichloromethane (30 ml) over 30 minutes. The reaction was stirred at 0 0C for 2 hours. Saturated sodium hydrogen carbonate (100 ml) was added slowly. The organic phase was separated, washed with brine and dried over magnesium sulphate. Evaporation under reduced pressure yielded (f?)-3-methanesulphonyloxypiperidine-1-carboxylic acid terf-butyl ester,9.03g (100%). NMR (CDCI3 7.27d) m 4.73/(1 H), m 3.63/(2H), m 3.44/(1 H), m 3.32/(1 H), s 3.05/(3H), m 1.95/(2H), m 1.83/(1 H), m 1.54/(1 H), s 1.46/(9H)

The synthetic route of 143900-43-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; N.V. ORGANON; WO2007/65916; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

28936-94-9, 8-Benzyl-1,3,8-triazaspiro[4.5]decane-2,4-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Alternative Procedure for the Synthesis of Spiro-piperidine Hydantoin Scaffold for R1 Analogs. As depicted in Scheme 8 above, N-benzyl-4-piperidone (20 g, 106 mmol), NaCN (7.9 g, 160.4 mmol), and (NH4)2CO3 (52 g, 542 mmol) in EtOH (50 mL) and H2O (50 mL) was heated at 60 C. overnight. Upon cooling to ambient temperature, the white solid was filtered, washed with warm H2O, and dried in vacuo to provide 27.4 g. The solid (3.5 g, 13.3 mmol), 3-methoxybenzyl bromide (13.3 mmol), and DBU (20 mmol) were dissolved in NMP (30 mL), separated into 5 vials and each vial was microwave heated at 180 C. for 60 s. The batches were combined, subjected to typical aqueous work-up, then recrystallized from MeOH/MTBE/hexanes to provided 2.2 g ER-811159.

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Reference£º
Patent; Gallagher, Brian M.; Carlson, Eric; Chen, Qian; Davis, Heather; Schiller, Shawn; Shaffer, Christina; Spyvee, Mark; Wong, Nancy; US2006/270696; (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.622-26-4,2-(Piperidin-4-yl)ethanol,as a common compound, the synthetic route is as follows.

2-(Piperidin-4-yl)ethan-1-ol (3.00 g, 23.22 mmol) was dissolved in 30 mL dichloromethane. Di-tert-butyl dicarbonate (5.22 g, 23.92 mmol) was slowly added portionwise at 15 to 20 C. After that, the reaction mixture was stirred for 20 h at room temperature. The reaction mixture was slowly poured into 50 mL water after the reaction was complete as monitored by TLC. Then, the mixture was extracted with dichloromethane (50 mL¡Á2). The combined organic layer was dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under vacuum to give a residue. The residue was purified by column chromatography (Height: 250 mm, Diameter, 20 mm, 100-200 slica gel, petroleum/ethyl acetate=3:1, 1:1) to afford 2-(1-tert-butoxycarbonyl-4-piperidyl)ethanol (4.89 g, 91.83% yield) as a colorless liquid.

622-26-4 2-(Piperidin-4-yl)ethanol 73953, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; MEDSHINE DISCOVERY INC.; DING, Charles Z.; SUN, Fei; WU, Lifang; DU, Jinhua; KATSU, Yasuhiro; HU, Guoping; LI, Jian; (46 pag.)US2018/148452; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3040-44-6, 1-(2-Hydroxyethyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 4-chloro-1H-pyrazolo[3,4-d]pyrimidine (0.2 g, 1.29 mmol) in anh THF (10 mL), 2-(piperidin-1-yl)ethanol (0.258 mL, 1.94 mmol) and triphenylphosphine (0.51 g ,1.94 mmol) were sequentially added. The reaction mixture was cooled to 0 C and diisopropylazodicarboxylate (0.38 mL ,1.94mmol) was added dropwise. The mixture was stirred for 30 min. at 0 C and kept overnight at 4 C. The solvent was removed at reduced pressure and the residue was dissolved in DCM and washed with diluted HCl 1N. The aqueous phase was separated, basified and extracted with DCM. The organic phase was separated, dried and the solvent was removed under reduced pressure to give a residue that was purified by flash chromatography eluting with (EtOAc/Petroleum ether, 8:2) to yield 4-chloro-1-(2-(piperidin-1-yl)ethyl)-1H-pyrazolo[3,4-d]pyrimidine (146 mg, 55 mmol, 42 %) as an oil that solidifies “on standing”.

As the paragraph descriping shows that 3040-44-6 is playing an increasingly important role.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; Diaz-Fernandez, Jose-Luis; Almansa, Carme; Corbera Arjona, Jordi; EP2733143; (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.309956-78-3,(R)-tert-Butyl piperidin-3-ylcarbamate,as a common compound, the synthetic route is as follows.

In 100 mL of DMF, 4.53 g (10 mmol) of compound 5 and 2.41 g (12 mmol) of compound 6, 2.76 g (20 mmol) of K2CO3 were added, and the reaction was performed at 75 C for 16 hours.Monitor the progress of the reaction by TLC, cool to room temperature, filter, and add 500 mL of distilled water to the filtrate.A solid was precipitated, and the filtrate was cooled to 0 C, filtered, washed with water, and dried to obtain 8-[(3R) -3-tert-butoxycarbonylamino-1-piperidinyl] -7- (2-butynyl) -3, 7-dihydro-3-methyl-1-[(4-methyl-2-quinazolinyl) methyl] -1H-purine-2,6-dione 5.21 g (9.1 mmol) in a yield of 91%.

As the paragraph descriping shows that 309956-78-3 is playing an increasingly important role.

Reference£º
Patent; Shenzhen The Second People Hospital; Chen Xuhong; Tan Hui; Yan Dewen; Li Haiyan; Liu Xueting; Ou Huiting; Cai Jinlin; (8 pag.)CN110590780; (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.142643-29-6,3-(Boc-aminomethyl)piperidine,as a common compound, the synthetic route is as follows.

Step 1. Preparation of tert-butvlin-(cvclopropvlmethvnpiperidin-3-vl1methyl)carbamate; ,NHNCH3O CH3[114] To a dry 10 mL round-bottom flask was added 3-/V-(tert-butoxycarbonylaminomethylpiperidine (500 mg, 2.33 mmol) followed by anhydrous dichloroethane (5.0 mL). The mixture wasstirred at rt under an atmosphere of N2 for 5 min, and then cyclopropanecarboxaldehyde (0.17 mL,2.33 mmol) and glacial acetic acid (0.80 mL, 14.0 mmol) were added. After stirring for 10 min,NaB(OAc)3H (1.98 g, 9.33 mmol) was added, and the milky white reaction mixture was stirred for15 h. The mixture was quenched with saturated aq Na2CO3 (10 mL) and was extracted withCH2CI2 (3 x 20 mL). The combined organic layers were washed with water (2 x 20 mL), dried overMgSO4> filtered, and concentrated under reduced pressure. Purification by flash silica gelchromatography (95% CH2CI2: 5% 2M NH3 in MeOH) gave the product as a yellow oil (388 mg,62%). R,= 0.23 (97% CH2CI2: 3% 2M NH3 in MeOH); 1H NMR (300 MHz, CDCI3) 6 4.60 (br s,351 H), 3.05-2.96 (m, 4H), 2.27 (d, 2H), 1 .96 (dd, 1 H), 1 .76-1 .61 (m, 5H), 1 .44 (s, 9H), 0.98-0.85 (m,2H), 0.55-0.49 (m, 2H), 0.13-0.09 (dd, 2H); ES-MS m/z269 (MH+).

As the paragraph descriping shows that 142643-29-6 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/12577; (2006); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4045-29-8, 3-Methoxypiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 6-2 (100 mg, 0.35 mmol), 6-3 (406 mg, 3.53 mmol) and pyridine (3 mL) is heated to 160 C for 5 h in a Biotage microwave reactor. The resulting solution is concentrated. The crude is purified by reverse phase prep HPLC eluting with 10-100 % CH3CN in water (+0.1% TFA). The concentrated solid was basified by PL-HC03 MP column to yield 6-4.

4045-29-8 3-Methoxypiperidine 4341744, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian, Nicholas; HUBER, John, D.; HUGHES, Robert, Owen; LI, Xiang; LIANG, Shuang; MUGGE, Ingo, Andreas; TURNER, Michael, Robert; ZHANG, Qiang; WO2015/17335; (2015); 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.3433-37-2,2-(Hydroxymethyl)piperidine,as a common compound, the synthetic route is as follows.

To a stirred solution of piperidin-2-ylmethanol (1.5 g, 13.02 mmol) in dichloromethane (25 mL) was added DIPEA (6.82 mL, 39.1 mmol). After stirring for 5 min Boc20 (3.63 mL, 15.63 mmol) was added and the mixture was stirred at RT overnight. The mixture was quenched with water and diluted with DCM (50 mL). The organic layer was separated, dried over Na2S04 and concentrated to give tert- butyl 2-(hydroxymethyl)piperidine-l-carboxylate (2 g, 9.29 mmol, 71percent crude yield) as a colorless oil, which was taken to the next step without further purification. 1H NMR (400 MHz, CDCh) ppm delta 4.27-4.28 (m, IH), 3.80-3.82 (m, IH), 3.75-3.77 (m, IH , 3.56-3.58 (m, IH), 2.63 (t, J = 7.20 Hz, IH), 1.55-1.55 (m, 5H), 1.43 (s, 9H).

The synthetic route of 3433-37-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; VRUDHULA, Vivekananda, M.; PAN, Senliang; RAJAMANI, Ramkumar; NARA, Susheel, Jethanand; KARATHOLUVHU, Maheswaran, Sivasamban; MAISHAL, Tarun, Kumar; DITTA, Jonathan, L.; DZIERBA, Carolyn, Diane; BRONSON, Joanne, J.; MACOR, John, E.; WO2015/116060; (2015); 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.116574-71-1,tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step F Preparation of 3-(methanesulfonyloxymethyl)-N-(tertbutoxycarbonyl)-piperidine 3-Hydroxymethyl-N-(tert-butoxycarbonyl)-piperidine (4.3 g, 20 mmol) was dissolved in dichloroethane (50 mL) with Proton Sponge.(R). (6.08 g, 28.3 mmol). Triflic anhydride (4.94 g, 28.4 mmol) was dissolved in dichloroethane (50 mL) and added dropwise to this solution. The reaction was stirred for 3 days, quenched with water (100 mL), the layers separated, and the combined organics washed with 1N HCl, water, bicarbonate, water, and brine. The solution was dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford 3-(methanesulfonyloxymethyl)-N-(tertbutoxycarbonyl)-piperidine (6 g) as a yellow oil. NMR (CDCl3): 1.39, m (1H); 1.42, s (9H); 1.65, m (2H); 1.85, m (2H); 2.77, m (1H); 2.89, t (1H); 2.99, s (3H); 3.81, m (1H); 3.92, m (1H); 4.06, m (2H). Mass Spec (EI): 316.10 (M+Na).

116574-71-1 tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate 2763851, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Bristol-Myers Squibb Pharma Company; US6416733; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem