Category: piperidines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.86542-94-1,1-(Piperidin-4-yl)propan-1-one,as a common compound, the synthetic route is as follows.

86542-94-1, Preparation ofl-(l-(4-( trifluoromethoxy )benzyl )piperidin-4-yl)propan-l -one 4v[00227] 4-Trifluoromethoxy benzyl bromide (1.52g, 5.94 mmol) was first added to a solution of l-(piperidin-4-yl)propan-l-one (0.7g, 4.95 mmol) in DMF (20mL) followed by K2C03 (1.4g, 9.9 mmol) and heated overnight at 120C. The DMF was removed under vacuum and the crude mixture was partitioned between water (10 mL) in EtOAc (30 mL). The organic layer was washed with brine and concentrated. Purification by flash column chromatography afforded the desired product. (Colorless oil, 50%); 1H NMR (400MHz, CDC13), deltaEta 7.33 (d, 2H, J = 8.3 Hz, Ar), 7.15 (d, 2H, J = 8.3 Hz, Ar), 3.48 (s, 2H, NCH2Ar), 2.88 (dd, 2H, J = 8.6 Hz, 3.1 Hz, CH2), 2.47 (q, 2H, J = 7.3 Hz, CH2CO), 2.32 (tt, 1H, J = 11.4 Hz, 3.9 Hz, CH), 2.09-1.96 (m, 2H, CH2), 1.80 (d, 2H, J = 11.3 Hz, CH2), 1.74-1.62 (m, 2H, CH2), 1.04 (t, 3H, J = 7.3 Hz, CH3); MS (ES+), [M + H] + (100), 316.2, HRMS calculated for 316.1524 Ci6H2iN02F3, found 316.1525.

The synthetic route of 86542-94-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; LIVERPOOL SCHOOL OF TROPICAL MEDICINE; O’NEILL, Paul; BIAGINI, Giancarlo; WARD, Stephen A.; BERRY, Neil Graham; NIXON, Gemma; AMEWU, Richard K.; PIDATHALA, Chandrakala; HONG, Weiqian David; GIBBONS, Peter; LEUNG, Suet Ching; PACOREL, Benedicte; SHARMA, Raman; LAWRENSON, Alexandre S.; SHONE, Alison E.; SRIVASTAVA, Abhishek; WARMAN, Ashley J.; WO2012/69856; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

207852-63-9, 1-(4-Chloropiperidin-1-yl)ethanone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 4 4-[(4-Fluorophenyl)-2-(4-methylthienyl)methylene]piperidine hydrochloride To a stirred solution of 4-(1-acetylpiperidinyl) chloride (50 g) in dichloromethane (690 ml), under a nitrogen atmosphere, at -25 C., was sequentially added powdered aluminium chloride (71 g) followed by a solution of 2-bromo-3-methylthiophene (50 g) in dichloromethane (300 ml) over 17 min. After 30 min. water (240 ml) was added dropwise to the reaction whilst allowing the reaction temperature to rise to about +20 C. After stirring for a further 30 min the inorganic components were removed by filtration through a pad of dicalite. The layers were separated, the organic layer was washed twice with water, dried (Na2SO4) and evaporated under reduced pressure. The crude product (73 g) was purified by chromatography to yield 2-(5-bromo-4-methylthienyl)4-(1-acetylpiperidine)methanone (62.2 g); mp 105-108.5 C. (dec).

207852-63-9, As the paragraph descriping shows that 207852-63-9 is playing an increasingly important role.

Reference：
Patent; Akzo Nobel N.V.; US6288085; (2001); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1211587-42-6, Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 1000-mL round-bottom flask, was placed N-((1S,3r,5R)-8-aza- bicyclo[3.2.1]octan-3-yl)-5-cyclopropylisoxazole-3-carboxamide hydrochloride (28.4 g, 95.37 mmol, 1.00 equiv), dichloromethane (500 mL), triethylamine (100 g, 988.24 mmol, 10.00 equiv). This was followed by the addition of benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (35 g, 105.48 mmol, 1.10 equiv) in several batches at -70oC. The resulting solution was stirred for 16 h at 25oC. The resulting mixture was washed with 2×300 mL of H2O. The organic phase was collected. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1). This resulted in 34 g (64%) of benzyl 4-(((1S,3r,5R)-3-(5-cyclopropylisoxazole-3-carboxamido)-8-aza- bicyclo[3.2.1]octan-8-ylsulfonyl)methyl)piperidine-1-carboxylate as a white solid. 1H- NMR (300 MHz, CDCl3): 7.36-7.26(m, 5H), 7.10(d, J=7.2 Hz, 1H), 6.32(s, 1H), 5.12(s, 2H), 4.31-4.16(m, 5H), 2.92-2.84(m, 4H), 2.31-1.92(m, 12H), 1.31 -1.24(m, 2H), 1.14-1.09(m, 2H), 1.01-0.97(m, 2H) ppm. LCMS (method B, ESI): RT=1.59 min, m/z=557.0[M+H]+., 1211587-42-6

As the paragraph descriping shows that 1211587-42-6 is playing an increasingly important role.

Reference：
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (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.13096-31-6,5-Hydroxypiperidine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 23 1-(3-Mercaptopropanoyl)-5-Hydroxy-L-Pipecolic Acid By substituting 5-hydroxy-L-pipecolic acid for L-proline in the procedure of Example 13 and then treating the product by the Procedure A of Example 18, 1-(3-benzoylthiopropanoyl)-5-hydroxy-L-pipecolic, and 1-(3-mercaptopropanoyl)-5-hydroxy-L-pipecolic acid are obtained.

13096-31-6, The synthetic route of 13096-31-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; E. R. Squibb & Sons, Inc.; US4105776; (1978); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 5 or 7 in ethanol (3 mL/mmol) were added anaqueous solution of potassium hydroxide (50%, 5 mL/mmol) anda benzaldehyde derivative (8a-h, 1.5 equiv) The solution was stirredovernight until TLC showed complete disappearance of thestarting material. Ethanol was removed under reduced pressure.The residue was diluted into distilled water and acidified with anaqueous solution of hydrochloric acid (10%), then the mixturewas basified with saturated NaHCO3 solution to adjust the pH to7-8. The precipitate was filtered, washed with water and dried atroom temperature to afford the corresponding crude auronederivative as orange to dark red solid.

10338-57-5, As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Li, Yan; Qiang, Xiaoming; Luo, Li; Li, Yuxing; Xiao, Ganyuan; Tan, Zhenghuai; Deng, Yong; Bioorganic and Medicinal Chemistry; vol. 24; 10; (2016); p. 2342 – 2351;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

221874-51-7, (R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

221874-51-7, Preparation of Compound 149Step 1:(S)-tert-Butyl (l-isopropyl-2-oxopiperidin-3-yl)carbamate. (5)-tert-butyl (2- oxopiperidin-3-yl)carbamate (1.21 g, 5.69 mmol) was dissolved in DMSO (12 mL). KOH (415 mg, 7.39 mmol) was added, followed by 2-iodopropane (740 mu,, 7.4 mmol) and the mixture stirred for 72 h. The reaction was quenched by addition of saturated aqueous NH4CI (8 vol) and extracted with EtOAc (2 x 4 vol). The combined extracts were washed with brine, dried, filtered and evaporated. The desired product was isolated by silica gel chromatography to afford tert-butyl N-[(3S)-l-isopropyl-2-oxo-3-piperidyl]carbamate. Yield: (430 mg, 29.5%). MS: m/z (obs.) 279.1 [M+Na . 1H NMR (400 MHz, d6- DMSO) delta 6.83 (d, J = 8.1 Hz, 1H), 4.68 – 4.52 (m, 1H), 3.88 (d, J = 6.8 Hz, 1H), 3.12 (dd, J = 13.0, 7.2 Hz, 2H), 1.98 – 1.85 (m, 1H), 1.75 (dd, J = 12.3, 6.8 Hz, 2H), 1.56 (d, J = 17.8 Hz, 1H), 1.38 (s, 11H), 1.03 (dd, J = 6.7, 2.0 Hz, 7H).

The synthetic route of 221874-51-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; GREEN, Jeremy; WILSON, Dean, M.; KONG, Laval, Chan Chun; DAS, Sanjoy, Kumar; POISSON, Carl; COURT, John, J.; TANG, Qing; LI, Pan; COLLIER, Philip, N.; WAAL, Nathan; LAUFFER, David, J.; DORSCH, Warren; WO2012/6055; (2012); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14813-01-5,1-Benzylpiperidin-3-ol,as a common compound, the synthetic route is as follows.

1000ml three necked flask n-Benzyl-3-hydroxypiperidine (95.6 g, 0.5 mol) was added,2-butanone 478 ml of a solution of L-CSA (69.6 g, 0.3 mol) in 290 ml of 2-butanone was stirred at room temperature for 1 hour, and the precipitated solid appeared, kept at 0 C for 2 hours, filtered, washed with 2-butanone 30 ml, (S) -1-benzyl-3-hydroxypiperidine camphorsulfonate. (Ee: 75%)(Theory: 105.9G)., 14813-01-5

As the paragraph descriping shows that 14813-01-5 is playing an increasingly important role.

Reference：
Patent; ABA Chemicals Corporation; Lin, ZhiGang; Xu, Jun; Liu, YanQin; Que, limin; Jiang, yueheng; CAI, Tong; (13 pag.)CN103864673; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

Step 3. Preparation of tert-butvl (3SV3-(r6-(4-chlorophenvn-2-(2-methoxyphenvl)-4-oxoquinazolin-3(4H)-vl1methvl)piperidine-1-carboxylate; O[260] tert-Butyl (3S)-3-(aminomethyl)piperidine-1-carboxylate (1.00 g, 4.67 mmol) in toluene(20 mL) was added to 6-(4-chlorophenyl)-2-(2-methoxyphenyl)-4H-3,1-benzoxazin-4-one (1.31 g,3.59 mmol) (step 2) and the mixture was stirred at reflux for 15 h. Ethanediol (20 mL) and NaOH67(288 mg, 7.2 mmol) were added, and the resulting mixture was stirred at 150C for for 15 h. Thecrude was diluted with DCM and water. The aq mixture was extracted with DCM (50 mL x 2) andthe organic solvent was removed under reduced pressure. The crude was then purified by silicagel flash chromatography with 10 to 50% ethyl acetate in hexanes. 1H NMR (300 MHz, DMSO-d6)6 8.41 (d, 1 H), 8.18 (dd, 1 H), 7.85 (d, 2 H), 7.76 (d, 1 H), 7.54-7.61 (m, 3 H), 7.47-7.51 (m, 1 H),7.21 (dd, 1 H), 7.14 (t, 1 H), 4.00-4.20 (br, 1 H), 3.80 (s, 3 H), 3.56-3.70 (br, 1 H), 2.52-2.68 (br, 2H), 2.21-2.38 (br, 1 H), 1.11-1.72 (br, 15 H); ES-MS m/z 560.1 (MhT); HPLC RT (min) 4.50., 140645-24-5

The synthetic route of 140645-24-5 has been constantly updated, and we look forward to future research findings.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.769944-71-0,3-(4-Bromophenyl)piperidin-2-one,as a common compound, the synthetic route is as follows.

769944-71-0, Weighing the compound 4 (0.75 g, 2 . 96 mmol) dissolved in 15 mlTHF (tetrahydrofuran) after lowering the temperature to 0 C, adding borane tetrahydrofuran complex (6.65 ml, 1.0 M in THF, 6 . 65 mmol, CAS: 14044 – 65 – 6) stir at room temperature overnight, after adding several drops of dilute hydrochloric acid quenching reaction reflux 1.5 h, turns on lathe does solvent evaporation, adding an amount of the sodium hydroxide solution, dichloromethane is used for extraction (25 ml * 3), combined with the organic phase, washed with saturated sodium chloride (25 ml * 2), drying, filtering, concentrating add 25 ml water and 25 ml hydrochloric acid in 110 C reflow 3 h, the reaction is finished adding proper amount of sodium hydrate to ph 7, dichloromethane is used for extraction (30 ml * 3), combined with the organic phase, washed with saturated sodium chloride (30 ml * 2) concentrated under reduced pressure to obtain yellow solid that the target compound 5 (0.64 g, yield 90%).

As the paragraph descriping shows that 769944-71-0 is playing an increasingly important role.

Reference：
Patent; Southeast University; Cai Jin; Wang Yingying; Ji Min; Ning Yao; Wei Qing; Zhan Mengmeng; Liu Wenjing; (9 pag.)CN108409638; (2018); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

(Z)-(4-(isobenzofuran-1(3H)-ylidenemethyl)phenyl)methanol(5) (190.6 mg, 0.8 mmol), 4-(piperidin-1-yl)benzaldehyde (6)(227.2 mg, 1.2 mmol), t-BuOK (0.48 mmol, 1 M in THF) and 18-crown-6 (190.4 mg, 0.72 mmol) in DMF (4 mL) were stirred at110 C under nitrogen atmosphere for 3 h. The mixture was cooledand saturated NH4Cl (aq) was added to quench the reaction. Theresulting mixture was extracted with CH2Cl2 and the organic phasewas washed with brine, dried over Na2SO4. The solvent was evaporatedand the residue was passed through column chromatography on silica gel (eluent: PE/EtOAc 10:1, v/v) toafford the crude product (4-((Z)-((Z)-3-(4-(piperidin-1-yl)benzylidene)isobenzofuran-1(3H)-ylidene)-methyl)phenyl)methanol 7(282.0 mg, 86%) without further purification [49].

10338-57-5, As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Shang, Xue Song; Li, Nian Tai; Guo, Zhi Qian; Liu, Pei Nian; Dyes and Pigments; vol. 132; (2016); p. 167 – 176;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem