Category: piperidines

885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of C2 and TEA (1.2 eq) in DMF (0.3 M) was added TBTU (1.3 eq). The mixture was and stirred for Ih and tert-butyl l,8-diazaspiro[4.5]decane-l-carboxylate together with TEA (4 eq) was added. The mixture was stirred for 2h and the product was purified by preparative RP-HPLC, using H2O/ACN (0.1% TFA) as eluents. The pooled fraction were concentrated under reduced pressure and the remaining oil was (C3) stirred for 30 min in a mixture of TFA/DCM (1:1). The solvents were removed under reduced pressure and the residue was lyophilized from H2O/ ACN. The title compound was obtained as a slightly orange foam.1U NMR (400 MHz, DMSO-d6) delta: 8.65 (2H, br. s), 8.17-8.10 (IH, m), 7.86 (s, IH), 7.84- 7.75 (m, 2H), 7.52-7.41 (m, 2H), 7.36-7.25 (m, 2H), 5.74 (s, 2H), 4.10-3.99 (m, IH), 3.31-3.07 (m, 5H), 2.00-1.72 (m, 6H), 1.69-1.60 (m, 2H). MS (ES) C24H25FN4O2 requires: 420, found: 421 (M+H)+., 885279-92-5

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

Reference：
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/27730; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

20691-89-8, 1-Methyl-4-piperidinemethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-[(2, 4-dichloro-5-methoxyphenyl) amino3-6-ethoxy-7-fluoro-3- quinolinecarbonitrile (200 mg, 0.49 mmol), 1-methylpiperidine-4-methanol (1888 mg, 0.98 mmol) (WO 20047212) and sodium hydride (196 mg, 4.6 mmol) in 5 mL of N, N-dimethylformamide was heated at 125C for 3 hours. The reaction mixture was poured into saturated sodium bicarbonate and stirred for 1 hour. The solid was collected by filtration, washed with water and dried in vacuo. The solid was purified by preparative thin layer chromatography, eluting with 15% methanol in dichloromethane. Trituation with diethyl ether provided 67 mg of 4-[(2,4-dichloro-5- methoxyphenyl) amino]-6-ethoxy-7- [ (1-methylpiperidin-4-yl) methoxy] quinoline-3- carbonitrile as a light brown solid, mp 182-186C. MS 513. 0 (M-H)- Analysis for C2gH28CI2N403-1. 4 H20 Calcd : C, 57.76 ; H, 5.74 ; N, 10.36. Found: C, 57.65 ; H, 5.43 ; N, 10.15., 20691-89-8

As the paragraph descriping shows that 20691-89-8 is playing an increasingly important role.

Reference：
Patent; WYETH; WO2005/47259; (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.873779-30-7,tert-Butyl 5-bromo-2-oxospiro[indoline-3,4′-piperidine]-1′-carboxylate,as a common compound, the synthetic route is as follows.

To R8, purchased from ACTIVATE (200 mg, 0.53 mmol) in DMF (4 mL) is added sodium hydride (60% dispersion in mineral oil, 31.5 mg, 0.79 mmol) under cooling to 0 C. and reaction mixture is stirred for further 30 minutes at r.t. Methyl iodide (36 muL, 0.58 mmol) is added and the reaction mixture is stirred for 40 minutes at r.t. The reaction mixture is diluted with water and extracted with ethyl acetate. The organic layer is washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo to provide R9. Yield 98%., 873779-30-7

The synthetic route of 873779-30-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; VINTONYAK, Viktor; GRAUERT, Matthias; GRUNDL, Marc; PAUTSCH, Alexander; (64 pag.)US2016/75704; (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.39514-19-7,Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

Example 35(+/-)-cis-3-Butyl-4-(4-cyclohexyloxy-phenyl)-6-(3-methoxy-1-methyl-piperidin-4-ylmethoxy)-pyridazine dihydrochlorideTo a stirred suspension of 1 -benzyl -3-oxo-pi peri di n e-4-carboxyl i c acid ethyl ester hydrochloride salt (25 g) in EtOAc (500 mL) was added saturated sodium bicarbonate solution (200 mL) and continued stirring for 2 h. The organic layer was separated, dried over Na2S04, filtered and concentrated to provide ethyl 1 -benzyl-3-oxo-pi peri di ne-4-carboxyl ic acid ethyl ester (22.00 g). To a solution of ethyl 1-benzyl-3-oxo-piperidine-4-carboxylic acid ethyl ester (22 g, 84.18 mmol) in EtOAc (75 mL) was added (Boc)20 (20.21 g, 92.59 mmol) followed by 10percent Pd-C (2.4 g) and the resultant reaction mixture was subjected to hydrogenation at 50 psi of hydrogen for 14 h. The catalyst was filtered by passing through a pad of celite, washed the celite pad with EtOAc (200 mL) and the combined filtrate was concentrated. The residue was purified by flash silica gel column chromatography by eluting with 0.5percent ethyl acetate in hexanes to provide ethyl 3-oxo- pi peri di ne- 1 , 4-d i carboxyl i c acid 1-tert-butyl ester 4-ethyl ester (34 g)., 39514-19-7

The synthetic route of 39514-19-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TRANSTECH PHARMA, INC.; GOHIMUKKULA, Devi, Reddy; JONES, David; QABAJA, Ghassan; ZHU, Jeff, Jiqun; COOPER, Jeremy, T.; BANNER, William, Kenneth; SUNDERMANN, Kurt; BONDLELA, Muralidhar; RAO, Mohan; WANG, Pingzhen; GOWDA, Raju, Bore; ANDREWS, Robert, C.; GUPTA, Suparna; HARI, Anitha; WO2011/103091; (2011); 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.118511-81-2,1-(Piperidin-4-yl)-1H-indole,as a common compound, the synthetic route is as follows.

PREPARATION 13 1-N-(1-N-(Cyclopropylmethyl)-piperidin-4-yl)-indole To a solution of 1-N-(piperidin-4-yl)-indole (0.6 g, 3 mmol) in dry ethanol (4 mL) was added anhydrous potassium carbonate (680 mg, 4.9 mmol). After stirring for 15 minutes at ambient temperature, bromomethylcyclopropane (0.29 mL,4.5 mmol) was added. Stirring was continued overnight. An additional amount of carbonate (0.22 g) and bromomethylcyclopropane (0.14 mL) was added. After 3 hours, the reaction mixture was quenched with water and extracted with ethyl acetate (3*). The combined organic phase was washed with water, dried, evaporated, and purified by column chromatography on silica gel eluding with methylene chloride/ethanol (98:2). Evaporation of the eluding solvent gave the title compound as an oil (480 mg, 63% yield)., 118511-81-2

The synthetic route of 118511-81-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); 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.220394-97-8,1-Boc-4-(Cbz-amino)piperidine,as a common compound, the synthetic route is as follows.

tert -Butyl 4-(((benzyloxy)carbonyl)amino)piperidine-l-carboxylate (49.0 g, 0.147 mol) in a solution of HC1 in MeOH (4N, 400 mL) was stirred at 23 C for 2 h. The reaction mixture was concentrated to give benzyl piperidin-4-ylcarbamate hydrochloride as a yellow solid. ‘H NMR (400 MHz, CD3OD): delta 7.37- 7.31 (m, 5H), 5.10 (s, 2H), 3.74 -3.71 (m, 1H), 3.43-3.39 (m, 2H), 3.10- 3.07 (m, 2H), 2.15- 2.10 (m, 2H), 1.75 (dd, J = 10.4, 22 Hz, 2H).

220394-97-8, 220394-97-8 1-Boc-4-(Cbz-amino)piperidine 1514305, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; CROWLEY, Brendan; FRALEY, Mark; POTTEIGER, Craig; GILFILLAN, Robert; PATEL, Mehul; ARRINGTON, Ken; MITCHELL, Helen; SCHIRRIPA, Kathy; MCWHERTER, Melody; BIFTU, Tesfaye; NAIR, Anilkumar; WANG, Cheng; YANG, De-Yi; ZHU, Cheng; KAR, Nam Fung; HUANG, Xianhai; CHEN, Lei; ZHOU, Wei; LIU, Qingsheng; CAI, Jiaqiang; WO2015/161011; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

53617-36-0, 1-Methyl-4-(piperidin-4-yl)piperazine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2g) (R)-1-(4-amino-3-methyl-5-nitro-benzyl)-2-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate A solution of 780 mg (1.5 mmol) (R)-2-(4-amino-3-methyl-5-nitro-phenyl)-1-carboxy-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 520 mg (1.6 mmol) TBTU, 350 muL (2.1 mmol) ethyldiisopropylamine in 30 mL THF and 5 mL DMF was stirred for 1 h at RT, then combined with 300 mg (1.6 mmol) 1-methyl-4-piperidin-4-yl-piperazine and stirred for 4 h at RT. The reaction solution was combined with 100 mL semisaturated NaHCO3 solution and extracted twice with 50 mL EtOAc. The organic phases were dried over Na2SO4, filtered and evaporated down i.vac. The residue was dissolved in a little DCM, combined with diethyl ether, the precipitate was suction filtered and dried. Yield: 1.0 g (97percent of theory) ESI-MS: (M+H)+=677 Rf=0.46 (Polygram-Alox, DCM/MeOH 25:1)

53617-36-0, 53617-36-0 1-Methyl-4-(piperidin-4-yl)piperazine 795707, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/256099; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

61995-20-8, To a solution of Compound 1 (5.0 g, 21.5 mmol) and ethyl 2-diazoacetate (3.2 g, 28.1 mmol) in THF (100 mL) was added BF3-Et2O (2.7 mL, 21.5 mmol) at -78 C. under N2. The reaction mixture was stirred at -78 C. for 1.5 h, then warmed to 28 C. slowly and stirred for 1.5 h. The resulting mixture was quenched with NaHCO3 (sat.) and extracted with EA (300 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo to give a crude product, which was purified by flash column chromatography to give a mixture of Compound 2 and 3 (3.4 g, 50%). LCMS: 320.0 [M+1].

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

Reference：
Patent; Novira Therapeutics, Inc.; Hartman, George D.; US2015/225355; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1187173-43-8, 2,7-Diazaspiro[4.5]decan-1-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,7-Diazaspiro[4.5]decan-1 -one (150 mg, 0.973 mmol) was dissolved in a mixture of triethylamine (0.542 mL, 3.89 mmol) and dichloromethane (10 mL), and 3-chloro-4- [(trifluoromethyl)oxy]benzenesulfonyl chloride (344 mg, 1.167 mmol) was added. After 16 h the reaction mixture was concentrated in vacuo and the resulting residue was purified by silica column chromatography on SP4 (gradient elution: 0 – 20% MeOH – DCM) to give 7-({3-chloro-4-[(trifluoromethyl)oxy]phenyl}sulfonyl)-2,7- diazaspiro[4.5]decan-1 -one (350 mg, 0.839 mmol, 86% yield) as a white solid. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1 .37 – 1.49 (m, 2 H) 1.49 – 1.65 (m, 1 H) 1.65 – 1 .76 (m, 1 H) 1.88 – 2.08 (m, 2 H) 2.27 – 2.40 (m, 2 H) 3.19 (t, J=6.63 Hz, 2 H) 3.36 (d, J=1 1 .51 Hz, 1 H) 3.64 (d, J=1 1 .62 Hz, 1 H) 7.77 (s, 1 H) 7.80 – 7.87 (m, 2 H) 8.06 (dd, J=1.59, 0.82 Hz, 1 H). MS ES+ve m/z 413 (M+H)., 1187173-43-8

As the paragraph descriping shows that 1187173-43-8 is playing an increasingly important role.

Reference：
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (2011); 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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Step 1 A mixture of 1-benzyl-4-piperidone (XXV, Chart G, 24.5 mL, 0.1295 mol), N-methylamine hydrochloride (44.75 g, 0.6628 mol) and methanol (50 ml) is stirred for 35 minutes at 20-25, at which time additional methanol (10 ml) is added. The mixture is then cooled in an ice bath and a solution of sodium cyanoborohydride (9.1749 g, 0.1460 mol) in methanol (68 ml) is added to the mixture. The mixture is stirred for 5 min and then is allowed to warm to 20-25. After 1.25 hr the mixture is concentrated under reduced pressure and saturated aqueous sodium bicarbonate is added. After stirring for 1 hr, the mixture is extracted with dichloromethane and the organic phases are combined, backwashed with saline, dried with magnesium sulfate and concentrated under reduced pressure to give (XXVII). The material is upgraded by forming the dihydrochloride salt and collecting the resulting solids. The dihydrochloride salt is further upgraded by trituration with dichloromethane. The free base (XXVII) is recovered by slurrying the dihydrochloride salt (7.5204 g, 0.02713 mol) in dichloromethane and adding enough saturated sodium bicarbonate to dissolve all the solids and then extracting the aqueous layer exhaustively with dichloromethane to obtain N-(1-benzylpiperidin-4-yl)-N-methylamine (XXVII), MS (m/z) 204; IR (neat) 2942, 2796, 2775, 743 and 2749 cm-1.

3612-20-2, 3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Pharmacia & Upjohn Company; US5877317; (1999); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem