Heterocyclic Building Blocks-piperidine

287953-54-2, Benzyl 4-(chlorosulfonyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 301; Preparation of N,N-dimethyl-1-(7-{5-[(phenylsulfonyl)amino]-3-pyridinyl}-2-quinoxalinyl)-4-piperidinesulfonamide; a) Phenylmethyl 4-[(dimethylamino)sulfonyl]-1-piperidinecarboxylate; A suspension of an amine such as dimethylamine (4.72 mmol) and sodium hydride (4.72 mmol) in N,N-dimethylformamide (10 ml) was stirred for five minutes at room temperature. Then phenylmethyl 4-(chlorosulfonyl)-1-piperidinecarboxylate (1.60 mmol) was added to the reaction mixture and stirred at 100 C. for 3 hours. The reaction mixture was poured into water (25 ml) and extracted with ethyl acetate (3¡Á25 ml). The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated to give the title compound (410 mg, 80% yield) as an off-white solid. MS (ES)+ m/e 327.1 [M+H]+.; Intermediate 17; Preparation of N,N-dimethyl-4-piperidinesulfonamide; a) phenylmethyl 4-[(dimethylamino)sulfonyl]-1-piperidinecarboxylate; A suspension of an amine such as dimethylamine (4.72 mmol) and sodium hydride (4.72 mmol) in N,N-dimethylformamide (10 ml) was stirred for five minutes at room temperature. Then phenylmethyl 4-(chlorosulfonyl)-1-piperidinecarboxylate (1.60 mmol) was added to the reaction mixture and stirred at 100 C. for 3 hours. The reaction mixture was poured into water (25 ml) and extracted with ethyl acetate (3¡Á25 ml). The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated to give the title compound (410 mg, 80% yield) as an off-white solid. MS (ES)+ m/e 327.1 [M+H]+.

As the paragraph descriping shows that 287953-54-2 is playing an increasingly important role.

Reference£º
Patent; CHAUDHARI, Amita; DHANAK, Dashyant; DONATELLI, Carla Ann; FAITG, Thomas H.; FENG, Yanhong; KNIGHT, Steven David; PARRISH, Cynthia A.; RALPH, Jeffrey M.; US2008/293706; (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.1892-22-4,3-Aminopiperidin-2-one,as a common compound, the synthetic route is as follows.

To a solution of 3-aminophthalic acid (0.100 g, 0.552 mmol) in DMF (1.1 mL) was added 3-aminopiperidine-2-one (0.063 g, 0.552 mmol) and the reaction was stirred at 90 C over 18 h. Volatiles were removed in vacuo and the dark-brown crude residue was purified by preparative reverse phase HPLC to give the desired product 28 (0.050 g, 35%) as an off-white powder. 1H NMR (400 MHz, DMSO) delta 7.83 (s, 1H), 7.43 (dd, J = 8.3, 7.1 Hz, 1H), 7.07 – 6.87 (m, 2H), 6.47 (br s, 2H), 4.49 (dd, J = 11.9, 6.3 Hz, 1H), 3.27 – 3.10 (m, 2H), 2.19 (dt, J = 12.0, 7.7 Hz, 1H), 2.05 – 1.72 (m, 3H). MS (ESI) m/z calcd for C13H14N3O3 [M+H]+ 260.3, found: 260.9.

The synthetic route of 1892-22-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Taiho Pharmaceutical Co., Ltd.; PARK, Eun, Sun; PELISH, Henry, E.; CLARKE, Astrid, S.; WILLIAMS, Grace, L.; CASTALDI, Maria, Paola; AREFOLOV, Alexander; RING, Jennifer, E.; SHAIR, Matthew, D.; KING, Randall, W.; (58 pag.)EP2582836; (2018); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

439811-37-7, 1-Boc-4-(4-Bromobenzoyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 1 g (3.15 mmol) of compound 5a in 10 mL of THF was added 1.3 mL (3.25 mmol) of n-BuLi at -78 C. After 20 min, a solution of 0.92 g (2.5 mmol) of compound 8 was added and the mixture was warmed to 0 C. over 1 h. It was quenched with 50 mL of H2O and extracted with three 70 mL portions of dichloromethane. The combined organic extracts were washed with 30 mL of brine, and concentrated. The residue was purified by silica gel chromatography eluting with a gradient from 1 to 3% methanol in dichloromethane containing 1% NH4OH to give 1.7 g of compound 9a.

439811-37-7 1-Boc-4-(4-Bromobenzoyl)piperidine 22890526, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Schering Corporation; US2005/49269; (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.387827-19-2,tert-Butyl 4-(3-aminophenyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

A dried flask, under argon atmosphere, was charged w[th Pd2(dba)3 (21 mg, 0.023mmo), 1,1Bs(diphenyphosphino)ferrocene (38 mg, 0.068 mmo), NaOtBu (44 mg,0455 mmo), tertbuty (126 mg, 0.455mmo) and 2bromo54uoropyridine (80 mg, 0.455 mmo). Degassed dry touene (4mL) was added and the mxture was heated at 80 C for 4.5 h, The reaction mixturewas cooed at rt, dichoromethane was added and fiftered through a pad of Ceite, Purification by flash chromatography, siNca ge, gradient hexane to ethy acetate afforded the desired product (127 mg, 75% yied). 1H-NMR (500MHz, CDC3) oe ppm:8.09 (m, 1H), 7.29 (m, 2H), 7.17 (m, 1H), 7.14 (m, 1H), 6.91 (m, 1H), 6.84 (m, 1H),6.53 (bs, 1H), 4.26 (m, 2H), 2.82 (m, 2H), 2.65 (m, 1H), 1.85 (m, 2H), 1.64 (m, 2H),1.45 (s, 9H).

The synthetic route of 387827-19-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; CUEVAS CORDOBES, Felix; ALMANSA-ROSALES, Carmen; GARCIA LOPEZ, Monica; WO2015/91939; (2015); A1;,
Piperidine – Wikipedia
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52763-21-0, Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B. 7-Benzyl-5,6, 7, 8-tetrahydro-2- (morpholinomethyl) pyrido [3, 4-d] pyrimidin-4 (4aH)-one [00252] Ethyl N-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride (2.98 g, 10 mmol) and 2-Morpholinoethane-1, 1-diamine (~ 20 mmol) were dissolved in the solution of sodium methoxide in methanol (12 mL, 25% wt) and stirred at 100 C in a sealed tube for 4 h. Solvent was removed in vacuo, residue was dissolved in water (100 mL) and was extracted by CHC13 and i- PrOH (3: 1,5 x 80 mL), dried over sodium sulfate. Solvent was removed in vacuo, brown solid residue was directly gone to next step.

52763-21-0 Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride 2723880, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; RENOVIS, INC.; WO2005/66171; (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.189442-92-0,1-Boc-4-Formyl-4-methylpiperidine,as a common compound, the synthetic route is as follows.

To a suspension of sodium hydride (60% in mineral oil, 793 mg 19.83 mmol, 1.5 eq) in THF (50 mL) ethyl (diethoxyphosphoryl)acetate (3.77g, 16.83 mmol, 1.3 eq) dropwise at 0C and the mixture was allowed to stir at the same temperature for 30 minutes. To this mixture was added a solution of tert-butyl 4-formyl-4-methylpiperidine- 1 -carboxylate (3 g, 13.22 mmol, 1.0 eq) in THF (5 mL) and the resulting mixture was allowed to stir at room temperature for 1 h.Progress of reaction was monitored by TLC. After completion, reaction mixture was diluted with saturated aq. NH4C1 (100 mL) and extracted with ethyl acetate (3 x 50 mL). Combined organic layer was washed with brine, dried over anhydrous Na2SO4 and evaporated to dryness under vacuum to afford crude which was purified by Combi-Flash using ethyl acetate-hexane system as eluent to afford tert-butyl 4- [( 1E)-3 -ethoxy-3 -oxoprop- 1-en-i -yl] -4-methylpiperidine- 1-carboxylate (1.4 g, 36 %).LCMS: 298 [M+i]

The synthetic route of 189442-92-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AURANSA INC.; PROTTER, Andrew, Asher; GREEN, Michael, John; CHANG, Hak, Jin; PHAM, Son, Minh; CHAKRAVARTY, Sarvajit; LUEDTKE, Gregory, R.; (254 pag.)WO2019/103897; (2019); 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.675-20-7,Piperidin-2-one,as a common compound, the synthetic route is as follows.

Example 5. Synthesis of a compound of formula (II): l-(4- methoxyphenyl)-6-[4-(2-oxo-piperidinyl)phenyl]-7-oxo-4,5,6,7-tetrahydro- l//-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl esterII IICompound II, prepared as in Example 4 (35.90 g, 69.40 mmol) is suspended in 250 ml of toluene in a 1L 4-necked flask equipped with coolant, thermometer and magnetic stirrer, in nitrogen atmosphere, delta-valerolactam (13.74 g, 138.60 mmol), K3PO4 (30.25 g, 142.50 mmol) and Cul (2.54 g, 13.34 mmol) are then added in sequence. The suspension obtained is degassed 3 times at room temperature; N,N’-dimethylethylenediamine (1.65 ml, 26.78 mmol) is then added and the mixture is heated to reflux temperature. After 48 h the end-of-reaction mixture is filtered through a Buchner funnel, and the filter is washed with 200 ml of toluene. The toluene phase is washed with a solution of Na2S2O3 (50 g in 160 ml of H2O, 2×80 ml), 15% NH3 (2×80 ml) and a saturated solution of NaCl (1×80 ml). The organic phase is anhydrified on (Na2SO4), filtered and evaporated under low pressure. A solid product is obtained (37 g), which is crystallised by AcOEt. After crystallisation the product is obtained as a pure white solid (22.7 g, yield 67%).1H NMR (300 MHz, DMSO-dtf): 67.47 (2H, dd, J0=8.7 Hz, Ar-H), 7.32 (2H, dd, Jo=9.0 Hz, Ar-H), 7.28 (2H, dd, J0=8.7 Hz, Ar-H), 6.90 (2H, dd, Jo=9.0 Hz, Ar-H), 4.32 (2H, q, J=6.9 Hz, COOCEbCH^, 4.06 (2H, t, J=6.6 Hz, CH2CH2N), 3.79 (3H, s, Ar-OCH3), 3.57 (2H, m, N(?CH2CH2CH2CO) 3.19 (2H, t, J=6.6 Hz, ?CH2N), 2.36 (2H, m, NCH2CH2CH2CH2CO), 1.83 (4H, m, NCH2CH2CH2CH2CO), 1.31 (3H, t, J=6.9 Hz, COOCH2CH3).

675-20-7 Piperidin-2-one 12665, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; DIPHARMA FRANCIS S.R.L.; VLADISKOVIC, Chiara; ATTOLINO, Emanuele; LOMBARDO, Alessandro; TAMBINI, Simone; WO2012/168364; (2012); 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.287952-67-4,4-(4-Trifluoromethoxyphenoxy)piperidine,as a common compound, the synthetic route is as follows.

General procedure: Example 1(S)-N-(6,7-dihydro-2-nitro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)-2-(4-(4-(trifluoromethoxy)phenoxy) piperidin-1-yl) acetamide (1) [0098] Under argon protection, (S)-2-chloro-N-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl) acetamide (130 mg, 0.50 mmol) was dissolved in anhydrous DMF (2 ml), added 4-(4-trifluoromethoxy)phenoxy) piperidine (261 mg, 1.0 mmol), potassium carbonate (207mg, 1.5 mmol), sitrred overnight at 50 C, separated by column chromatography to give title compound as 102 mg yellow powder, yield was 42 %.1H NMR (400 MHz, CDCl3): delta 2.42-2.53 (m, 8H), 3.44 (m, 2H), 3.47 (s, 2H), 4.19-4.28 (m, 3H), 4.47-4.52 (m, 2H), 4.62-4.63 (m, 1H), 7.15 (d, J = 8.0 Hz, 2H), 7.32 (d, J = 8.0 Hz, 2H), 7.41 (s, 1H), 7.92 (d, J = 7.2 Hz, 1H). ESI-LR: 486.3 [M+1]+.

#N/A

Reference£º
Patent; Shanghai Sun-Sail Pharmaceutical Science & Technology Co., Ltd; WANG, Tiancai; XIN, Ting; FAN, Houxing; CHEN, Yilang; EP2573090; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

236406-39-6, 8-Boc-2,8-Diazaspiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 50 tert-butyl 2-[4-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]-2,8-diazaspiro[4.5]decane-8-carboxylate Under an argon atmosphere, an anhydrous toluene (1 mL) solution of trisdibenzylideneacetone dipalladium (21 mg), biphenyl-2-yl(dicyclohexyl)phosphine (32 mg) and tert-butoxy potassium (306 mg) was stirred at room temperature for one hour. To this solution, an anhydrous toluene (2 mL) solution of the compound (714 mg) obtained in Example 49 and tert-butyl 2,8-diazaspiro[4.5]decane-8-carboxylate (594 mg) was added. The reaction solution was stirred at 100C for one hour. The reaction solution was cooled to room temperature, and then water (10 mL) was added. The aqueous layer was filtered through Celite (trade name). The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate. After removing the anhydrous magnesium sulfate by filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (n-hexane:ethyl acetate=98:2?77:23) to obtain the title compound (683 mg) having the following physical properties. TLC: Rf 0.24(n-hexane:ethyl acetate=19:1); NMR(CDCl3):delta 7.07 (d, J=8.4Hz, 2H), 6.48 (d, J=8.4Hz, 2H), 3.73 (t, J=6.9Hz, 2H), 3.49 (m, 2H), 3.36 (m, 4H), 3.14 (s, 2H), 2.73 (t, J=6.9Hz, 2H), 1.87 (t, J=6.9Hz, 2H), 1.56 (m, 4H), 1.46 (s, 9H), 0.89 (s, 9H), -0.03 (s, 6H).

As the paragraph descriping shows that 236406-39-6 is playing an increasingly important role.

Reference£º
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1961744; (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.1126-09-6,Ethyl piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

A solution of benzyl chloroformate (95g, 0. 56mol) in dichloromethane (200ml) was added dropwise to an ice-bath-cooled, stirred mixture of ethyl isonipecotate (87G, 0. 55MOL), sodium carbonate (60g, 0. 57mol) and dichloromethane (200ml) over 70 minutes. The mixture was stirred at ambient temperature for 2.5 days and filtered though a pad of Celte. The filtrate was concentrated in vacuo. The residue was partitioned between 2M aqueous hydrochloric acid and diethyl ether. Organic layer was separated, dried (MGS04), filtered and concentrated. The residue was chromatographed on silica gel (ethyl ACETATE/ISO-HEXANE) to give the title product (152g, 94%). lE NMR (360 MHz, CDCl3) : 5 7. 4 1-7. 27 (5H, M), 5.12 (2EI, s), 4.22-3. 99 (2H, M), 4. 14 (2H, Q, J7. 4HZ), 2.93 (2H, br T, J 11. 6HZ), 2.45 (2H, m), 1.97-1. 81 (2H, M), 1.74-1. 56 (2EI, m), 1. 25 (3H, T, J7. 4Hz).

As the paragraph descriping shows that 1126-09-6 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME LIMITED; WO2004/78750; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem