Category: 4801-58-5

4801-58-5, Piperidin-1-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 16 (3R,S)-Hydroxy-1-(3-methoxyphenethyl)piperidine This was prepared as described in Preparation 15 from (3R,S)-hydroxypiperidine and 3-methoxyphenethyl bromide. The title compound was obtained as a pale yellow oil (1.63 g, 72%) which was characterised by its 1 H-n.m.r. spectrum; (CDCl3): delta=7.21 (1H, dd, J=8 and 7 Hz); 6.72-6.83 (3H, m); 3.78-3.88 (1H, m); 3.81 (3H, s); 2.30-2.84 (9H, m) and 1.47-1.90 (4H, m).

4801-58-5, As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference：
Patent; Pfizer Inc.; US5089505; (1992); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5, Piperidin-1-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 31.9 mg (0.15 mmol) of N,N-dibenzylhydroxylamines 1a was placed into a 4 mL vial equipped with a magnetic stirrer bar. 2 mL of dehydrated methanol was added and then stirred to obtain a solution. AuNPore (10 mol%, 2.96 mg) was put into the reaction solution, which was placed in the bottom of vial. Oxygen balloon was prepared and then attached into the vial through cap equipped with a septum to make an oxygen atmosphere. Reaction was allowed to proceed for 2 h at 60C. The formation of product(s) was monitored by TLC. After completion of reaction, the resulting solution was simply taken using a pipette while the vial was washed several times with methanol. Combined solution was concentrated under vacuum condition to give a residue. Obtained residue was purified by passing it through a basic silica column chromatography with ethyl acetate as the eluent to give 31.1 mg of 2a in 98% yield. All of products in Tables 1 and 2 are identified with the reported data in the literature: 2a,17a 2b,19 2c,12b 2d,20 2e,13j 2f,19 2g.13b

4801-58-5, 4801-58-5 Piperidin-1-ol 20935, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Yudha S, Salprima; Kusuma, Indra; Asao, Naoki; Tetrahedron; vol. 71; 37; (2015); p. 6459 – 6462;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

To a solution of 5,6-bis(4-chlorophenyl)pyrazine-2-carbonyl chloride, Inte. D (84 mg, 0.23 mmol) in DCM (1ml) was added slowly at room temperature a solution of hydroxypiperidine (93 mg, 0.91mmol) in pyridine (5 ml). After 40 minutes at room temperature, the solvent was removed in vacuo and the residue redissolved in diethyl ether. Extracted with 1M HC1 (aq) and K2CO3 (aq) and dried (MgSO4). The solvent was removed in vacuo to yield the subtitle compound (58 mg, 59%).JH NMR (399.964 MHz) 8 9.19 (s, 1H), 7.47-7.26 (m, 8H), 3.71-3.50 (m, 2H), 3.16-2.74 (m, 2H), 1.98-1.77 (m, 4H), 1.77-1.57 (m, 1H), 1.40-1.23 (m, 1H).13C NMR (100.58 MHz) 5 162.59,154.17, 151.20, 143.18,140.79,136.22, 136.17, 136.09,135.89, 131.42, 131.29, 129.08, 129.04, 57.87, 25.30, 23.27.MS m/z 428, 430, 432 (M+H)+.

As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2004/111033; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5, Piperidin-1-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3; 2-(1 -hvdroxypiperidin-2-yl)-5, -dimethylcvclohexane-1 ,3-dione:; A mixture of N-hydroxypiperidine (1 .01 g, 10 mmol), azodicarbonamide (1 .39 g, 12 mmol) and methanol (10 ml) was heated to reflux for 50 minutes. During this period the solid, initially orange in colour, changed into a whitish precipitate. After cooling to ambient temperature, said precipitate was separated by suction and washed twice with methanol (2 x 5 ml). All the methanol fractions were combined and under agitation 5, 5-dimethylcyclohexane-1 ,3-dione (10 mmol) was added. After 10 minutes, the methanol was removed under vacuum (water bath temperature 50QC) to give a crude compound of formula (3). This crude compound was dissolved in a methanol solution (15 ml) containing acetyl chloride (0.86 g, 1 1 mmol). The methanol was removed under vacuum and the residue of formula (3) in hydrochloride form was ground in acetone.Yield: 62%Formula: C13H22CINO3MW: 275.8 g/molAcid dissociation constants: pKai = 3.47, pKa2 = 6.92 m.p.: 174.5-175.5QC1H-NMR (DMSO-c/e): delta 0.98 (6H, s), 1.48 (1H, m), 1.66 (2H, d, J=12.5 Hz), 1.83 (2H, broad s), 1.94-2.07 (1H, m), 2.33 (4H, broad s), 3.23 (1H, broad s), 3.67 (1H, d, J=11.0 Hz), 4.36 (1 H, d, J=11.5 Hz), 10.93 (1 H, broad s), 11.32 (1 H, broad s). 13C-NMR (DMSO-c/e): delta 21.9, 23.6, 27.9, 28.7, 32.0, 46.2 (broad), 59.4, 64.4, 107.4.

4801-58-5, 4801-58-5 Piperidin-1-ol 20935, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ABIOGEN PHARMA S.p.A.; NAPOLITANO, Elio; BASAGNI, Simone; TRASCIATTI, Silvia; WO2011/76930; (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.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

EXAMPLE 2 Preparation of 2-[4-(5-trifluoromethyl-3-chloro-2-pyridyloxy)-phenoxy]propionic acid, N-hydroxypiperidine ester To a round bottom flask was charged 1.9 grams (5 millimole) of of 2-[4-(5-trifluoromethyl-3-chloro-2-pyridyloxy)-phenoxy]-propionyl chloride dissolved in 20 ml of methylene chloride under nitrogen, plus 0.5 ml (6.3 millimole) of pyridine. The solution was cooled in an ice bath, and to this was added 600 mg (6.7 millimole) of N-hydroxypiperidine dissolved in 5 ml methylene chloride. The reaction was complete after the addition of the amine was completed, and the reactants were further stirred for 5 minutes at 0 C., then 10 minutes at room temperature. The reactants were thereafter poured into water and washed sequentially with one molar hydrochloric acid, followed by water and brine, then dried over magnesium sulfate, yielding 1.6 grams of the subject compound which was identified as such by conventional analytical techniques.

4801-58-5, The synthetic route of 4801-58-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Stauffer Chemical Company; US4613357; (1986); 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.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

To a solution of compound 33a (140mg, 0.588 mmol) in DCM (15 mL) and DIPEA (206 ml, 1.18 mmol) was added dropwise at r.t a solution of triphosgene (69.8 mg, 0.235 mmol) in 5 mL of DCM. After 5 min. a solution of 1-hydroxypiperidine (89.2mg, 0.882 mmol) and DIPEA (103 ml, 0.59 mmol) were added. After stirring overnight at r.t. the reaction mixture was diluted with DCM, the organic layer separated, dried over sodium sulphate and evaporated to dryness. Purification by automated flash chromatography with a Biotage Isolera, FLASH 12+ column, using a gradient from PE : EtOAc 2:8 to EtOAc 100% afforded 13 mg of a white gummy solid, which was repurified on a SNAP 12 RP column with a gradient from NH4HCO3 buffer:ACN 6:4 to NH4HCO3 buffer:ACN 1:1.6 mg of the title compound was obtained as a gummy solid. UPLC-MS [M+H]+ = 366.79 (0376) 1H NMR (400 MHz, CDCl3) d ppm 1.28 (s, 1 H), 1.65 (br. s., 1 H), 1.74 – 1.88 (m, 4 H), 2.39 (s, 3 H), 2.70 (br. s., 2 H), 3.46 (br. s., 2 H), 3.97 (t, 2 H), 4.14 (t, 2 H), 4.91 (s, 2 H), 7.20 – 7.36 (m, 2 H), 7.36 – 7.46 (m, 2 H), 4801-58-5

The synthetic route of 4801-58-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RECORDATI INDUSTRIA CHIMICA E FARMACEUTICA S.P.A; GRAZIANI, Davide; RIVA, Carlo; MENEGON, Sergio; TAZZARI, Valerio; (98 pag.)WO2019/145214; (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.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

A mixture of N-hydroxypiperidine (1.01 g, 10 mmol), azodicarbonamide (1.39 g, 12 mmol) and methanol (10 ml) was heated to reflux for 50 minutes. During this period the solid, initially orange in colour, changed into a whitish precipitate. After cooling to ambient temperature, said precipitate was separated by suction and washed twice with methanol (2 x 5 ml). All the methanol fractions were combined and under agitation 5,5-dimethylcyclohexane-1,3-dione (10 mmol) was added. After 10 minutes, the methanol was removed under vacuum (water bath temperature 50?C) to give a crude compound of formula (3). This crude compound was dissolved in a methanol solution (15 ml) containing acetyl chloride (0.86 g, 11 mmol). The methanol was removed under vacuum and the residue of formula (3) in hydrochloride form was ground in acetone. Yield: 62% Formula: C13H22CINO3 MW: 275.8 g/mol Acid dissociation constants: pKa1 = 3.47, pKa2 = 6.92 m.p.: 174.5-175.5?C 1H-NMR (DMSO-ds): delta 0.98 (6H, s), 1.48 (1H, m), 1.66 (2H, d, J=12.5 Hz), 1.83 (2H, broad s), 1.94-2.07 (1H, m), 2.33 (4H, broad s), 3.23 (1H, broad s), 3.67 (1H, d, J=11.0 Hz), 4.36 (1H, d, J=11.5 Hz), 10.93 (1H, broad s), 11.32 (1H, broad s). 13C-NMR (DMSO-d6): delta 21.9, 23.6, 27.9, 28.7, 32.0, 46.2 (broad), 59.4, 64.4, 107.4.

4801-58-5, As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference：
Patent; ABIOGEN PHARMA S.p.A.; EP2345639; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5, Piperidin-1-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

All of the hydroxypiperidine was refluxed in trifluoroacetic acid (100 ml) for 2.5 hours. Ice (1000 g) and diethyl ether (300 ml) were added and pH was adjusted to >9 by addition of diluted aqueous NH4OH. After extraction several times (3*200 ml) with diethyl ether, the combined organic phases were worked-up as previously. The crude product was purified by column chromatography on silica gel (eluted with 4% triethylamine in a 3:1 mixture of heptane and ethyl acetate). Yield: 4.2 g as an oil. To all of the thus obtained 1-benzyl-4-[2-(2-propyloxy)phenyl]-1,2,3,6-tetrahydropyridine in 1,1,1-trichloroethane (40 ml) was added dropwise a solution of 2,2,2-trichloroethyl chloroformate (2,2 ml) in trichloroethane (10 ml) at reflux temperature. After reflux for 1.5 hours the solvent was evaporated. The crude product was filtered through silica gel (eluted with ethyl acetate/heptane 1:3) affording 4.5 g of the pure 2,2,2-trichloroethyl carbamate derivative as an oil. All of this carbamate was dissolved in acetic acid (40 ml). Water was added and at 40-50 C. Zn powder (8 g) was added in small portions during 10 minutes. After stirring for 2 hours at 50 C. inorganic salts were filtered off and the solvents were evaporated in vacuo. Ice and ethyl acetate were added and pH adjusted to >9 by addition of diluted aqueous NH4OH. The organic phase was separated and worked-up as above yielding 2.5 g of the title compound 8a as an oil.

4801-58-5, The synthetic route of 4801-58-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; H. Lundbeck A/S; US6514993; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

General procedure: To a 25-mL flask equipped with a magnetic stirrer, in which the air was replaced by N2, was added CuBr (0.05 mmol), toluene (1.0 mL), aldehyde (1.0 mmol), alkyne (1.5 mmol), and hydroxylamine (1.5 mmol). The mixture was stirred at 70C. After the completion of the reaction (monitored by TLC), the reaction solution was submitted to flash chromatographic separation on silica gel using petroleum ether/ethyl acetate as an eluent to give the corresponding product.

4801-58-5, 4801-58-5 Piperidin-1-ol 20935, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Guo, Na; Ji, Jian-Xin; Tetrahedron Letters; vol. 53; 36; (2012); p. 4797 – 4801;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5, Piperidin-1-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a 25-mL flask equipped with a magnetic stirrer, in which the air was replaced by N2, was added CuBr (0.05 mmol), toluene (1.0 mL), aldehyde (1.0 mmol), alkyne (1.5 mmol), and hydroxylamine (1.5 mmol). The mixture was stirred at 70C. After the completion of the reaction (monitored by TLC), the reaction solution was submitted to flash chromatographic separation on silica gel using petroleum ether/ethyl acetate as an eluent to give the corresponding product., 4801-58-5

As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference：
Article; Guo, Na; Ji, Jian-Xin; Tetrahedron Letters; vol. 53; 36; (2012); p. 4797 – 4801;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem