Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22065-85-6,1-Benzylpiperidine-4-carbaldehyde,as a common compound, the synthetic route is as follows.

Example 1: Preparation of 2-[(E)-l-(l-benzyl-4-piperidyl)methylidene] -5,6-dimethoxy-l-indanone compound[62] 20 g of 5,6-dimethoxy-l-indanone and 23.27 g of l-benzyl-piperidine-4-carbaldehyde were added to 200 ml of tetrahydrofuran, and 6.75 g of sodium methoxide was added dropwise at 0 to 1O0C under nitrogen current. The resulting mixture was stirred at 0 to 1O0C for 15 minutes, and slowly warmed to a temperature of 20 to 250C and stirred for 3 hours. 160 ml of dichloromethane and 100 ml of purified water were added to the reaction mixture, and then adjusted to a pH range of 9.5 to 9.8 with 20% HCl. Then an organic phase was separated and distilled to remove a solvent. 60 ml of methanol was added to the residue, stirred at reflux for one hour, cooled to a temperature of 0 to 1O0C, and stirred for one hour. The resulting mixture was filtered, washed, and dried under a vacuum condition to obtain 36.53 g of a target compound (yield: 93.0%).[63] m.p. 175-1770C;[64] m/e 377.5 (parent ion);[65] 1U NMR (CDCl ) deltal.62~1.83 (m, 4H), 2.08-2.26 (m, 2H), 2.27-2.42 (m, IH),2.92-3.03 (m, 2H), 3.55-3.67 (m, 4H), 3.92 (s, 3H), 3.97 (s, 3H), 6.65 (d, IH), 6.89 (s, IH), 7.28 (s, IH), 7.30-7.39 (m, 5H) Example 2: Preparation of 2-[(E)-l-(l-benzyl-4-piperidyl)methylidene] -5,6-dimethoxy-l-indanone compound[68] 20 g of 5,6-dimethoxy-l-indanone and 23.27 g of l-benzyl-piperidine-4-carbaldehyde were added to 200 ml of tetrahydrofuran, and 8.50 g of sodium methoxide was added dropwise at 0 to 1O0C under nitrogen current. The resulting mixture was stirred at 0 to 1O0C for 15 minutes, and slowly warmed to a temperature of 20 to 250C and stirred for 3 hours. 160 ml of dichloromethane and 100 ml of purified water were added to the reaction mixture, and then adjusted to a pH range of 9.5 to 9.8 with 20% HCl. Then an organic phase was separated and distilled to remove a solvent. 60 ml of methanol was added to the residue, stirred at reflux for one hour, cooled to a temperature of 0 to 1O0C, and stirred for one hour. The resulting mixture was filtered, washed, and dried under a vacuum condition to obtain 33.86 g of a target compound (yield: 86.2%).

22065-85-6, 22065-85-6 1-Benzylpiperidine-4-carbaldehyde 89584, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; DONG WHA PHARM. IND. CO., LTD.; WO2008/126995; (2008); 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.

Reaction of l-[4-chloro-6-(4-morpholinyl)-l,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-lH-benzimidazole with ter/-butyl (3lambda)-piperidinylcarbamate gave tert-butyl (3R)- 1 -[4-[2-(difluoromethyl)-4-methoxy- 1 H-benzimidazol- 1 -yl]-6-(4- morpholinyl)-l,3,5-triazin-2-yl]piperidinylcarbamate in 94 % yield: mp (Ceta2Cl2/hexanes) 115-118 0C; 1H nuMR (DMSO-^6) (retainers) delta 8.00 and 7.89 (2d, J = 8.1, 8.4 Hz, IH), 7.72 and 7.69 (t, JH? = 52.6, 52.7 Hz, lH),7.43-7.36 (m, IH), 6.95 (d, J = 7.9 Hz, IH), 6.95 (br, exchangeable with D2O, IH), 4.53-4.43,4.37-4.31 and 4.21-4.13 (3m, IH), 3.97 (s, 3H), 3.79 (m, 4H), 3.69 (m, 4H), 3.42-3.36 (m, 2H), 3.16-3.10 and 3.02-2.96 (2m, 2H) 1.88-1.79 (m, 2H), 1.55-1.40 (m, 2H), 1.40 and 1.38 (2s, 9H)., 309956-78-3

The synthetic route of 309956-78-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AUCKLAND UNISERVICES LIMITED; WO2009/120094; (2009); A2;,
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158407-04-6, tert-Butyl 4-(bromomethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-butyl 4-((2S)-8-(1S,4S)-2-oxa-5-azabicyclo[2.2.1]hept-5-yl-6-oxo-2-trifluoromethyl-3,4-dihydro-2H,6H-pyrimido[1,2-a]pyrimidin-1-ylmethyl)piperidine-1-carboxylate 788 mg (2.84 mmol) of tert-butyl 4-bromomethylpiperidine-1-carboxylate and 425 mg (2.84 mmol) of sodium iodide are added to a solution of 690 mg (2.18 mmol) of (8S)-2-(1S,4S)-2-oxa-5-azabicyclo[2.2.1]hept-5-yl-8-trifluoromethyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one and 2.13 g (6.54 mmol) of cesium carbonate in 10 mL of acetonitrile. The reaction mixture is heated in a Biotage microwave reactor at 100 C. for 3 hours. The reaction medium is evaporated to dryness and the residue is taken up in EtOAc and washed with water and with saturated NaCl. The organic phase is dried over magnesium sulfate and evaporated to dryness. The residue is purified by chromatography on silica gel (eluent: 95/5 DCM/MeOH) to give 510 mg of tert-butyl 4-((2S)-8-(1S,4S)-2-oxa-5-azabicyclo[2.2.1]hept-5-yl-6-oxo-2-trifluoromethyl-3,4-dihydro-2H,6H-pyrimido[1,2-a]pyrimidin-1-ylmethyl)piperidine-1-carboxylate, the characteristics of which are as follows: LC/MS (method G): ESI+ [M+H]+: m/z 514 tr (min)=2.45 1H NMR (300 MHz, delta in ppm, DMSO-d6): 0.93-1.03 (m, 1H), 1.11-1.32 (m, 3H), 1.38 (s, 9H), 1.44-1.64 (m, 2H), 1.76-1.91 (m, 2H), 1.99-2.39 (m, 3H), 2.78-3.32 (m, 5H), 3.60 (m, 1H), 3.71 (m, 1H), 3.86-3.99 (m, 2H), 4.06-4.19 (m, 2H), 4.48-4.92 (m, 3H).

158407-04-6, The synthetic route of 158407-04-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; El-Ahmad, Youssef; Filoche-Romme, Bruno; Ganzhorm, Axel; Marciniak, Gilbert; Muzet, Nicolas; Ronan, Baptiste; Vivet, Bertrand; Zerr, Veronique; US2015/183804; (2015); A1;,
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181269-69-2, tert-Butyl 3-methyl-4-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

NaBH4 (2.18 g, 57.7 mmol) was added to a solution of compound 27B (6.10 g, 28.8 mmol) in ethanol (200 ml) at 0 C. over a period of 20 min. After 30 min, the reaction mixture was concentrated. EtOAc (150 ml) was added, and the mixture was washed with brine, dried (Na2SO4), filtered, and concentrated to provide 5.45 g (25.5 mmol, 88%) of compound 38 as a colorless oil. MS: m/e 160 (M-56).

181269-69-2, 181269-69-2 tert-Butyl 3-methyl-4-oxopiperidine-1-carboxylate 22644642, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; SCHERING CORPORATION; US2005/182095; (2005); A1;,
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159874-38-1, Benzyl 4-(ethylamino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-Benzyloxycarbonyl-4-(N-ethylformamido)piperidine. A stirred solution of 1-benzyloxycarbonyl-4-(N-ethylamino)piperidine (1.5 g) in triethyl orthoformate (10 mL) containing a catalytic amount of p-toluenesulfonic acid was heated at 90 C. for 12 hours. The reaction mixture was diluted with 1.0 N hydrochloric acid (10 mL), stirred for 30 minutes, diluted with water, and extracted with dichloromethane. The organic extracts were washed (aqueous sodium bicarbonate, water), dried, and evaporated to an oil that slowly solidified. The solid was suspended in ether and filtered to give the formamido compound (1.0 g) as a white solid; MS: m/z=291(M+1); NMR: ca. 1.5:1 mixture of rotamers, 8.15 (s,0.6), 8.11 (s,0.4), 7.36 (m,5), 5.14 (m,2), 4.30 (m,2.4), 3.43 (m,0.6), 3.25 (m,2), 2.82 (m,2), 1.73 (m,4), 1.21 (t,1.2, J=7.2), 1.15 (t,1.8, J=7.1).

159874-38-1, As the paragraph descriping shows that 159874-38-1 is playing an increasingly important role.

Reference£º
Patent; Zeneca Limited; US5576333; (1996); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.143900-44-1,(S)-tert-Butyl 3-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

(S)-tert-butyl 3-(tosyloxy)piperidine-1-carboxylate: To a stirred solution of (S)-tert-butyl 3-hydroxypiperidine-1-carboxylate (50 g, 1.0 eq), TsC1 (4-methylbenzene-1- sulfonyl chloride, 52 g, 1.1 eq) and DMAP (4-dimethylamiopryidine, 2.5g) in 500 mL CH2C12 at 0 C was added Et3N (51 g, 2.0 eq). After addition was completed, the reaction mixture was warmed to r.t. and stirred at that temperature for 40 hours. The organic layer was washed with water and brine, dried with anhydrous Na2SO4, and purified by flash chromatography to give the product as a white solid (80 g, 9 1%). ?H NMR (400 MHz, CDC13) oe 7.80 (d, J = 8.0 Hz, 2H), 7.34 (d, J = 8.0 Hz, 2H), 4.46 (brs, 1H), 3.54-3.58 (m, 1H), 3.31-3.40 (m, 3H), 2.45 (s, 3H), 1.80-1.88 (m, 1H), 1.65-1.79 (m, 2H), 1.47-1.52 (m, 1H), 1.43 (s, 9H).

143900-44-1, The synthetic route of 143900-44-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CENTAURUS BIOPHARMA CO., LTD.; HAN, Yongxin; YU, Rong; WANG, Zanping; LIANG, Zhi; HU, Quan; ZHU, Li; HU, Yuandong; SUN, Yinghui; ZHAO, Na; PENG, Yong; ZHAI, Xiaofeng; LUO, Hong; XIAO, Dengming; WO2014/82598; (2014); A1;,
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24666-56-6, 3-Aminopiperidine-2,6-dione hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3-aminopiperidine-2,6- dione hydrochloride (500 mg, 3.04 mmol) and triethylamine (931 muL, 6.68 mmol) in DCM (3 mL) was heated in a sealed 20 mL microwave vial at 50 ¡ãC for 30 min. The mixture was cooled to 0 ¡ãC and di-tert-butyl dicarbonate (663 mg, 3.04 mmol) in DCM (1 mL) was added via syringe, and stirring at 0 ¡ãC was continued for a further 30 min. The mixture was concentrated under vacuum and ethyl acetate (200 mL) added. The resulting mixture was washed with NaHCO3 (100 mL, sat. aq.), brine (50 mL), dried (Na2SO4) and concentrated under vacuum. Trituration of the residue with ethyl acetate/hexanes gave pure product (601 mg, 87percent) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 10.73 (s, 1H), 7.12 (d, J = 8.7 Hz, 1H), 4.20 (ddd, J = 11.5, 8.7, 6.2 Hz, 1H), 2.69 (ddd, J = 17.2, 12.3, 6.5 Hz, 1H), 2.49?2.40 (m, 1H, overlapped with the residual DMSO signal), 1.99?1.81 (m, 2H), 1.38 (s, 9H).

24666-56-6, As the paragraph descriping shows that 24666-56-6 is playing an increasingly important role.

Reference£º
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; BURNETTE, Pearlie; LAWRENCE, Harshani; LAWRENCE, Nicholas J.; (285 pag.)WO2017/161119; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

117896-69-2, 1-Phenylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 40 Methyl AL(fe/^-butoxyearbonyl)-Methyl N-(tert-butoxycarbonyl)-L-tyrosinate (1.05 g), triphenylphosphine (1.40 g) and 4-hydroxy-l-phenylpiperidine (0.95 g) were dissolved in DCM and cooled to O0C. DTAD (1.25 g) was added slowly maintaining T< 5 0C. The reaction mixture was stirred overnight at room temperature then concentrated in vacuo and the residue purified by chromatography using iso-hexane - 10% ethyl acetate to 50% ethyl acetate as eluent to give the title compound as a yellow solid (1.91 g, 79%).1H NMR Spectrum (DMSO-d6) 1.33 (9H, s), 1.70 (2H, m), 2.04 (IH, m), 2.84 (2H, m), 3.04 (2H, t), 3.50 (2H5 m), 3.61 (3H, s), 4.12 (IH, m), 4.51 (IH, t), 6.76 (IH, t), 6.93 (4H, dd), 7.18 (5H, m).Mass Spectrum [M+H]+ = 455 117896-69-2, As the paragraph descriping shows that 117896-69-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/91046; (2007); A1;,
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Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.959795-70-1,4-(4-(4-Methylpiperazin-1-yl)piperidin-1-yl)aniline,as a common compound, the synthetic route is as follows.

959795-70-1, 2-Methanesulfmyl-7-(2-methoxy-phenyl)-pyrrolo[2, 1 -f] [ 1 ,2,4]triazine (125.0 mg, 0.0004350 mol), N,N-Dsopropylethylamine (0.114 mL, 0.000652 mol) and 4-[4-(4- Methyl-piperazin-l-yl)-piperidin-l-yl]-phenylamine (0.239 g, 0.000870 mol) were dissolved in l-Methoxy-2-propanol (1.2 mL, 0.013 mol) and the reaction was irradiated at 300 watts , 1800C for 40 minutes or until HPLC showed consumption of starting material. The reaction mixture was then reduced en vacuo and the product was isolated and purified by Gilson prep HPLC to afford 164.97 mg of [7-(2-Methoxy-phenyl)-pyrrolo[2,l- f][ 1 ,2,4]triazin-2-yl]- {4-[4-(4-methyl-piperazin- 1 -yl)-piperidin- 1 -yl]-phenyl} -amine as a lyophilized powder. (M+H) = 498.9. 1U NMR (400 MHz, DMSO, d6) delta 9.42 (s, IH), 8.94 (s, IH), 7.80 (dd, IH, J = 1.60, 6.00 Hz), 7.69 (d, 2H, J = 8.93 Hz), 7.46 (m, IH), 7.20 (d, IH, J = 8.28 Hz), 7.13 (m, 3H), 6.94 (m, 2H), 3.70 (s, 3H), 3.67 (m, 7H), 3.01 (m, 6H), 2.83 (s, 3H), 2.07 (m, 2H), 1.79 (m, 2H).

As the paragraph descriping shows that 959795-70-1 is playing an increasingly important role.

Reference£º
Patent; CEPHALON, INC.; BRESLIN, Henry J.; CHATTERJEE, Sankar; DIEBOLD, James L.; DORSEY, Bruce D.; DUNN, Derek; GINGRICH, Diane E.; HOSTETLER, Greg A.; HUDKINS, Robert L.; HUNTER, Rachael; JOSEF, Kurt; LISKO, Joseph; MESAROS, Eugen F.; MILKIEWICZ, Karen L.; OTT, Gregory R.; SUNDAR, Babu G.; THEROFF, Jay P.; THIEU, Tho; TRIPATHY, Rabindranath; UNDERINER, Theodore L.; WEINBERG, Linda; WELLS, Gregory J.; ZIFICSAK, Craig A.; WO2010/71885; (2010); A1;,
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1892-22-4, 3-Aminopiperidin-2-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 4 ‘- [(25) -2- {[(GammaalphaMu5-4- {[(betaGamma-BetaupsilonIotaomicron gammaomicron ^ omicronetagamma1) alphaetaiotaetaomicron] etaiotaepsilon11iotagamma1} omicrongammaomicron1omicron1iotaepsilon gamma1) – carbonyl] amino} -3- (l / i- indazol-6-ylamino) -3-oxopropyl] -2-methylbiphenyl-4-carboxylic acid (100 mg, 0.153 mmol) in ethyl acetate (2.5 ml) was treated with 3-aminopiperidine-2-one (19.2 mg, 0:17 mmol) and N , N-diisopropylethylamine (0.08 mL, 0:46 mmol).The suspension was treated with a 2,4,6-tripropyl-l, 3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide solution (50% in DMF, 0.27 mL, 0.46 mmol) and then 3 at reflux (oil bath temperature 80 C) stirred.The reaction mixture was added with DMF (1 ml) and the ethyl acetate was removed on a rotary evaporator.The residue was mixed with a little water and acetonitrile, filtered through a Millipore filter and purified by preparative HPLC (eluent: gradient of acetonitrile / water with 0.1% trifluoroacetic acid).This gave 49.1 mg (42% d. Th.) Of the title compound., 1892-22-4

1892-22-4 3-Aminopiperidin-2-one 5200225, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROEHN, ULRIKE; ELLERMANN, MANUEL; STRASSBURGER, JULIA; WENDT, ASTRID; ROEHRIG, SUSANNE; WEBSTER, ROBERT ALAN; SCHMIDT, MARTINA VICTORIA; TERSTEEGEN, ADRIAN; BEYER, KRISTIN; SCHAEFER, MARTINA; BUCHMUELLER, ANJA; GERDES, CHRISTOPH; SPERZEL, MICHAEL; SANDMANN, STEFFEN; HEITMEIER, STEFAN; HILLISCH, ALEXANDER; ACKERSTAFF, JENS; TERJUNG, CARSTEN; (489 pag.)TW2016/5810; (2016); A;,
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