Heterocyclic Building Blocks-piperidine

25137-01-3, (R)-Ethyl piperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-(3-(3-chlorophenyl)-3-phenyl-2-propen-1-yloxy)ethanol (52.2 g, 0.18 mol) and triethylamine (45.7 g, 0.45 mol) in dry toluene (200 ml) kept under a nitrogen atmosphere was cooled to 5 C. and a solution of methanesulphonyl chloride (41.4 g, 0.36 mol) in dry toluene (200 ml) was added dropwise keeping the temperature below 10 C. When addition was complete the reaction mixture was stirred for 1 h at 5 C. Water was added (250 ml) and the mixture was stirred at room temperature for 10 minutes. The phases were separated and the aqueous phase was extracted with a small portion of toluene. The combined organic extracts were washed with brine and dried over sodium sulphate. The mixture was filtered and the filtrate was reduced in vacuo to approximately 500 ml. Ethyl (R)-3-piperidinecarboxylate (56.8 g, 0.36 mol) and potassium carbonate (49.9 g, 0.36 mol) were added and the mixture was heated at reflux temperature for 7 days. The cooled reaction mixture was poured into water (200 ml) and extracted with ethyl acetate (2*200 ml). The combined organic extracts were washed with a sodium citrate buffer solution (pH 5) and then extracted with a 34% aqueous tartaric acid solution (3*100 ml). The combined acidic aqueous extracts were poured into a mixture of ice water (3 1) and ethyl acetate (400 ml). Sodium hydroxide pellets (27.2 g) was added until pH was measured at ca. 4 and the phases were separated. The organic phase was washed with a 5% sodium bicarbonate solution (3*150 ml) and dried over sodium sulphate. The solvent was evaporated in vacuo to give 57.5 g (74%) of (R)-N-(2-(3-(3-chlorophenyl)-3-phenyl-2-propen-1-yloxy)ethyl)-3-piperidinecarboxylic acid ethyl ester as an oil. TLC: rf=0.45 (SiO2; dichloromethane/methanol/acetic acid=20:2:1)., 25137-01-3

As the paragraph descriping shows that 25137-01-3 is playing an increasingly important role.

Reference：
Patent; Novo Nordisk A/S; US5198451; (1993); 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.61869-08-7,(3S,4R)-3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine,as a common compound, the synthetic route is as follows.,61869-08-7

1.0 g of oily paroxetine free base and 1.24 g of cholic acid were suspended in 50 mL of isopropanol. After the suspension was refluxed with stirring for 3 hours, it was slowly stirred at 25 C. for 2 hours, filtered and followed by drying under vacuum, yielding 2.15 g of solid paroxetine cholate as a white crystal.

61869-08-7 (3S,4R)-3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine 44274603, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Lee, Sang Joon; Shin, Hee Jong; Ki, Min Hyo; Lee, Su Kyoung; Kim, Bok Young; Lee, Hong Woo; US2006/63747; (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.122860-33-7,Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To oxalyl chloride (10.3 mL, 0.120 mol) in 150 mL of DCM and at -78 C, a solution of DMSO (17.1 mL, 0.241 mol) in DCM (25 mL) was added dropwisely. After 30 min, benzyl 4- (hydroxymethyl)-piperidine-l-carboxylate (20 g, 0.080 mol) in DCM (25 mL) was added dropwisely. After 30 min, Et3N (44.7 mL, 0.321 mol) was added. The resulting solution was stirred for 30 min at -78 C. The reaction was diluted with water, extracted with DCM (3 x). Combined organic layers were washed with water (3 x 500 mL), dried over Na2S04, filtered and concentrated to give Intermediate 6C (18.5 g, 93.0%). MS (ESI) m/z 247 (M+H)+.

122860-33-7, The synthetic route of 122860-33-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; THIBEAULT, Carl; CLARK, Charles, G.; DELUCCA, Indawati; HU, Carol, Hui; JEON, Yoon; LAM, Patrick, Y., S.; QIAO, Jennifer, X.; YANG, Wu; WANG, Yufeng; WANG, Tammy, C.; WO2014/22349; (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.141774-61-0,tert-Butyl (piperidin-2-ylmethyl)carbamate,as a common compound, the synthetic route is as follows.

To a solution of 2-[2-[[2-(2,6-dioxo-3-piperidyl)-1,3-dioxo-isoindolin-4-yl]amino]ethoxy]ethyl methanesulfonate (500 mg, 1.14 mmol, synthesized via Steps 1-2 of Example 184) in CH3CN (20 mL) was added tert-butyl N-(2-piperidylmethyl) carbamate (488 mg, 2.28 mmol, CAS141774-61-0), NaHCO3 (287 mg, 3.41 mmol) and KI (18.9 mg, 114 umol). The mixture was stirred at 80 C. for 16 hours. On completion, the mixture was concentrated in vacuo. The residue was purified by reversed phase flash to give the title compound (450 mg, 71% yield) as yellow solid. LC-MS (ESI+) m/z 558.4 (M+H)+.

141774-61-0, As the paragraph descriping shows that 141774-61-0 is playing an increasingly important role.

Reference：
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); 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]. To a mixture of compound 2 and 3 (1 g, 3.1 mmol) dissolved MeOH/H2O (10 mL/2 mL) was added KOH (0.53 g, 9.3 mmol), and heated to 55 C. for 2 h. The mixture was diluted with EA (80 mL) and washed with brine (60 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 Compound 4 (0.32 g, 42%) and Compound 5 (0.22 g, 29%). LCMS: 248.0 [M+1]. Compound 4 1H NMR (400 MHz, CDCl3) delta 7.34-7.40 (m, 5H), 5.16-5.21 (m, 2H), 4.06-4.11 (m, 2H), 3.46-3.49 (m, 2H), 2.51-2.55 (m, 2H), 1.63-1.78 (m, 4H). Compound 5 1H NMR (400 MHz, CDCl3) delta 7.34-7.39 (m, 5H), 5.14 (s, 2H), 3.62-3.69 (m, 4H), 2.62-2.71 (m, 4H), 2.75-2.81 (m, 2H).

The synthetic route of 61995-20-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Novira Therapeutics, Inc.; Hartman, George D.; US2015/225355; (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.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

A solution of A2, HBTU (1 eq) and TEA (2 eq) in dry DMF (0.3 M) was stirred at RT for 5 minutes and then TEA (1 eq) and tert-butyl l,8-diazaspiro[4.5]decane-l-carboxylate were added. The mixture was stirred at RT for 16h. The product was purified by preparative RP- HPLC, using H2O/ ACN (0.1% TFA) as eluents. The pooled product fractions were lyophilized and the oily residue (A3) was treated with a DCM/TFA mixture (9:1) at 45 0C for Ih. After removal of the solvents under reduced pressure the oily residue was lyophilized from H2O/ ACN to afford the title compound as a colourless oil.1U NMR (300 MHz, DMSO-d6) delta: 8.70 (2H, br. s), 8.25 (IH, d, J = 7.83 Hz), 8.22-8.14 (IH, m), 7.70-7.58 (2H, m), 7.44-7.35 (2H, m), 7.34-7.23 (2H, m), 6.20 (IH, d, J = 7.86 Hz), 5.56 (2H, s), 3.38-3.19 (4H, m), 3.18-3.03 (IH, m), 2.07 (IH, m), 2.03-1.74 (6H, m), 1.69-1.57 (2H, m). MS (ES) C25H26FN3O2 requires: 419, found: 420 (M+H)+., 885279-92-5

The synthetic route of 885279-92-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/27730; (2009); 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.5810-56-0,4-Acetamidopiperidine,as a common compound, the synthetic route is as follows.

5810-56-0, EXAMPLE 4 A mixture of 12.5 g of 4-acetamidopiperidine, 15 g of potassium carbonate, 10 g of 2-chloropyridine in 100 ml of dimethylsulfoxide, is heated with stirring for 50 hours to 130 C., then it is cooled, poured into water and the suspension thus obtained is extracted with diethyl ether. The aqueous phase is extracted with methylene chloride, the organic phase is washed with water, it is dried over anhydrous sodium sulfate and evaporated to dryness. Thus, 4-acetamido-1-(2-pyridyl) piperidine is obtained which, after crystallisation in isopropanol and recrystallisation in ethyl acetate, melts at 165 to 168 C. Yield: 4.7 g (24.5% of the theoretical).

The synthetic route of 5810-56-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Sanofi; US4409228; (1983); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

14813-01-5, 1-Benzylpiperidin-3-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 29; Preparation of 3-(1-Naphthylsulfonyl)-5-(piperidin-3-yloxy)-1H-indazole; 1-Benzyl-3-(4-nitrophenoxy)piperidine; A mixture of 1-benzyl-3-hydroxypiperidine (2.0 g, 10 mmoles), p-fluoronitrobenzene (1.06 ml, 12 mmoles) and sodium hydride (0.285 g, 12 mmoles) in DMF was stirred at room temperature for 3 hours, diluted with H2O and extracted with EtOAc. The extracts were combined, washed sequentially with water and brine, dried over Na2SO4 and concentrated under vacuum. The resultant residue was purified by flash chromatography using as eluent 50% EtOAc/hexane to afford the title compound (3.0 g, 9.43 mmoles).

14813-01-5, The synthetic route of 14813-01-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Wyeth; US2007/54896; (2007); 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.

A. (1-Benzyl-piperidin-4-yl)-phenyl-amine To a mixture of 10.9 g (57.6 mmol) of 1-benzyl-4-piperidone, 100.0 g (576 mmol) of sodium sulfate and 175 mL of acetic acid under nitrogen was added 7.00 g (74.9 mmol) of aniline by syringe and the mixture was stirred at room temperature for 15 min. To the stirring solution was added 61.0 g (288 mmol) of sodium triacetoxyborohydride and the mixture was stirred overnight. The mixture was concentrated and the residue was poured onto ice and neutralized with 2 N NaOH to pH 7.5. The mixture was extracted four times with chloroforn, and the organics washed once with brine. The solution was dried over Na2 SO4 and concentrated. The residue was triturated with ether to give 4.2 g of 70A as a white solid., 3612-20-2

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

Reference：
Patent; Pfizer Inc; US5936089; (1999); 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.24666-55-5,Benzyl (2,6-dioxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

3-N-benzyloxycarbonylamino-2,6-piperidinone hydrochloride 40 g (0.153 mol) was added to a 1 L reaction flask.40% hydrobromic acid solution 300ml, acetic acid 400ml,Stir well and mix well, heat to 60 C, keep warm for 1 h,Cool to room temperature, distill off the solvent and water under reduced pressure.Add 1 L of ethyl acetate to the residue and stir for 0.5 h.The product was white filtered to give a white solid (30.4 g, yield: 95.2%)., 24666-55-5

The synthetic route of 24666-55-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shijiazhuang Duen Pharmaceutical Technology Co., Ltd.; Fang Yu; Du Yumin; (8 pag.)CN109776493; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem