Category: 3970-68-1

3970-68-1, 4-Methylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,3970-68-1

[00152] Step 2: (S)- 1 -Phenylethyl (R)-2-(4-hydroxy-4-methylpiperidin- 1 -yl)-2- phenylacetate. To a solution of (S)-l -phenylethyl 2-bromo-2-phenylacetate (0.464 g, 1.45 mmol) in THF (8 mL) was added triethylamine (0.61 mL, 4.35 mmol), followed by tetrabutylammonium iodide (0.215 g, 0.58 mmol). The reaction mixture was stirred at room temperature for 5 minutes and then a solution of 4-methyl-4-hydroxypiperidine (0.251 g, 2.18 mmol) in THF (2 mL) was added. The mixture was stirred for 1 hour at room temperature and then it was heated at 55-60 C (oil bath temperature) for 4 hours. The cooled reaction mixture was then diluted with ethyl acetate (30 mL), washed (H20 x2, brine), dried (MgS04), filtered and concentrated. The residue was purified by silica gel chromatography (0-60% ethyl acetate-hexane) to provide first the (S,R)-isomer of the title compound (0.306 g, 60%) as a white solid and then the corresponding (S,S)-isomer (0.120 g, 23%), also as a white solid. (S,R)-isomer: ? NMR (CD3OD) delta 7.51-7.45 (m, 2H), 7.41-7.25 (m, 8H), 5.85 (q, J=6.6 Hz, 1H), 4.05 (s, 1H), 2.56-2.45 (m, 2H), 2.41- 2.29 (m, 2H), 1.71-1.49 (m, 4H), 1.38 (d, J=6.6 Hz, 3H), 1.18 (s, 3H). LC-MS: Anal. Calcd. for C22H27 03: 353; found: 354 (M+H)+. (S,S)-isomer: ‘H NMR (CD3OD) delta 7.41-7.30 (m, 5H), 7.20-7.14 (m, 3H), 7.06-7.00 (m, 2H), 5.85 (q, J=6.6 Hz, 1H), 4.06 (s, 1H), 2.70-2.60 (m, 1H), 2.51 (dt, J=6.6, 3.3 Hz, 1H), 2.44-2.31 (m, 2H), 1.75-1.65 (m, 1H), 1.65-1.54 (m, 3H), 1.50 (d, J=6.8 Hz, 3H), 1.20 (s, 3H). LC-MS: Anal. Calcd. for C22H27 03: 353; found: 354 (M+H)+.

3970-68-1 4-Methylpiperidin-4-ol 15649174, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BELEMA, Makonen; ROMINE, Jeffrey, Lee; NGUYEN, Van, N.; WANG, Gan; LOPEZ, Omar, D.; ST. LAURENT, Denis, R.; CHEN, Qi; BENDER, John, A.; YANG, Zhong; HEWAWASAM, Piyasena; XU, Ningning; MEANWELL, Nicholas, A.; EASTER, John, A.; SU, Bao-Ning; SMITH, Michael, J.; WO2011/75439; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3970-68-1, 4-Methylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2; (S)- 1 -Phenylethyl (R)-2-(4-hydroxy-4-methylpiperidin- 1 -yl)- 2- phenylacetate: To a solution of (S)-I -phenylethyl 2-bromo-2-phenylacetate (0.464 g, 1.45 mmol) in THF (8 mL) was added triethylamine (0.61 mL, 4.35 mmol), followed by tetrabutylammonium iodide (0.215 g, 0.58 mmol). The reaction mixture was stirred at room temperature for 5 minutes and then a solution of 4-methyl-4- hydroxypiperidine (0.251 g, 2.18 mmol) in THF (2 mL) was added. The mixture was stirred for 1 hour at room temperature and then it was heated at 55-60 0C (oil bath temperature) for 4 hours. The cooled reaction mixture was then diluted with ethyl acetate (30 mL), washed (H2O x2, brine), dried (MgSO4), filtered and concentrated. The residue was purified by silica gel chromatography (0-60% ethyl acetate-hexane) to provide first the (S,R)-isomer of the title compound (0.306 g, 60%) as a white solid and then the corresponding (S,S)-isomer (0.120 g, 23%), also as a white solid. (S,R)-isomer: 1HNMR (CD3OD) delta 7.51-7.45 (m, 2H), 7.41-7.25 (m, 8H), 5.85 (q, J = 6.6 Hz, IH), 4.05 (s, IH), 2.56-2.45 (m, 2H), 2.41-2.29 (m, 2H), 1.71-1.49 (m, 4H), 1.38 (d, J = 6.6 Hz, 3H), 1.18 (s, 3H). LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+. (S,S)-isomer: 1HNMR (CD3OD) delta 7.41-7.30 (m, 5H), 7.20-7.14 (m, 3H), 7.06-7.00 (m, 2H), 5.85 (q, J = 6.6 Hz, IH), 4.06 (s, IH), 2.70- 2.60 (m, IH), 2.51 (dt, J = 6.6, 3.3 Hz, IH), 2.44-2.31 (m, 2H), 1.75-1.65 (m, IH), 1.65-1.54 (m, 3H), 1.50 (d, J = 6.8 Hz, 3H), 1.20 (s, 3H). LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+.

3970-68-1, As the paragraph descriping shows that 3970-68-1 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/102318; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3970-68-1, 4-Methylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 80 mg (0.22 mmol) E-10 in 2 mL dioxane and 1 mL DMF is added 28 mg (0.24 mmol) 4-methyl-piperdin-4-ol and 45 mu. (0.26 mmol) diisopropylethylamin and the reaction mixture is stirred for 1 h at 130C in a microwave oven. The reaction mixture is purified by RP chromatography (C 18, 5-70% acetonitrile in water containing 0.1% formic acid). Yield: 45 mg (46%). HPLC-MS: M+H = 445; tR = 0,91 min., 3970-68-1

The synthetic route of 3970-68-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, Van Der, Lars; KRAEMER, Oliver; WO2012/101186; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3970-68-1, 4-Methylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 7 4-Methyl-1-[3-[3-(trifluoromethyl)phenyl]sulfonyl-8-quinolyl]piperidin-4-ol Hydrochloride 4-Methylpiperidin-4-ol (292 mg, 2.53 mmol), 8-fluoro-3-(3-(trifluoromethyl)phenyl-sulfonyl)quinoline (200 mg, 0.563 mmol) and K2CO3 (311 mg, 2.252 mmol) were suspended in NMP (2 ml) and stirred in the Microwave at 225 C. for 35 min. The reaction mixture was diluted with ethyl acetate and washed 4* with water, dried and concentrated. The product was obtained by preparative HPLC chromatography on a reversed phase column. Finally the HCl salt was formed by adding one equivalent HCl to give 4-methyl-1-(3-(3-(trifluoromethyl)phenylsulfonyl)quinolin-8-yl)piperidin-4-ol hydrochloride (97 mg, yield 35.4%). LCMS (ESI+) m/z [M+H]+: 451.10 1H NMR (DMSO-d6, 500 MHz): delta=9.56 (d, J=2.1 Hz, 1H), 9.44 (d, J=2.1 Hz, 1H), 8.43-8.53 (m, 3H), 8.32 (d, J=8.2 Hz, 1H), 8.17 (d, J=7.9 Hz, 1H), 7.97 (t, J=7.9 Hz, 1H), 7.91 (t, J=7.9 Hz, 1H), 5.32-5.41 (m, broad, 1H), 4.04 (br s, 2H), 3.63 (s, 1H), 3.61 (s, 1H), 2.21 (m, 2H), 1.83 (m, 2H), 1.31 ppm (s, 3H)., 3970-68-1

The synthetic route of 3970-68-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Abbvie Deutschland GmbH & Co. KG; GENESTE, Herve; HAUPT, Andreas; POHLKI, Frauke; RELO, Ana Lucia; UNGER, Liliane; WICKE, Karsten; (53 pag.)US2017/260158; (2017); 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.3970-68-1,4-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

l-(6-Chloropyrazin-2-yl)-3,3-dimethyl-6-(2-methylpyrimidin-5-yl)indolin-2-one (52 mg, 142 mupiiotaomicron, Eq: 1, Example 6a), 4-methylpiperidin-4-ol (24.6 mg, 213 mupiiotaomicron, Eq: 1.5) and potassium carbonate (39.3 mg, 284 mupiiotaomicron, Eq: 2) were combined with acetonitrile (711 mu). The reaction mixture was heated to 100 C and stirred for 3 days until no starting material was left. The residue was purified by chromatography on silica gel to afford the desired product as a light yellow foam (63 mg, 99 %). MS (m/z) = 445.2 [M + H]+.

3970-68-1, As the paragraph descriping shows that 3970-68-1 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GAUFRETEAU, Delphine; KOLCZEWSKI, Sabine; PLANCHER, Jean-Marc; STOLL, Theodor; (99 pag.)WO2017/76842; (2017); 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.3970-68-1,4-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

To a solution of (S) -1-phenylethyl 2 -bromo- 2-phenylacetate (0.464 g, 1.45 mmol) in THF (8 mL) was added triethylamine (0.61 mL, 4.35 mmol), followed by tetrabutylammonium iodide (0.215 g, 0.58 mmol) . The reaction mixture was stirred at room temperature for 5 minutes and then a solution of 4- methyl-4-hydroxypiperidine (0.251 g, 2.18 mmol) in THF (2 mL) was added. The mixture was stirred for 1 hour at room temperature and then it was heated at 55-60 0C (oil bath temperature) for 4 hours. The cooled reaction mixture was then diluted with ethyl acetate (30 mL) , washed (H2O x2 , brine), dried (MgSO4), filtered and concentrated. The residue was purified by silica gel chromatography (0-60% ethyl acetate-hexane) to provide first the (S, R) -isomer of the title compound (0.306 g, 60%) as a white solid and then the corresponding (S, S)- isomer (0.120 g, 23%), also as a white solid. (S, R)- isomer: 1H NMR (CD3OD) 5 7.51-7.45 (m, 2H), 7.41-7.25 (m, 8H), 5.85 (q, ,7=6.6 Hz, IH) , 4.05 (s, IH), 2.56-2.45 (m, 2H), 2,41-2.29 (m, 2H), 1.71-1.49 (m, 4H) , 1.38 (d, J=6.6 Hz, 3H), 1.18 (s, 3H) . LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H) + . (S, S) -isomer : 1H NMR (CD3OD) 6 7.41-7.30 (m, 5H) , 7.20-7.14 (m, 3H), 7.06-7.0096 (m, 2H), 5.85 (q, J=6,6 Hz, IH), 4.06 (s, IH), 2.70-2.60 (m, IH), 2.51 (dt, J=6.6 , 3.3 Hz, IH), 2.44-2.31 (ra, 2H), 1.75-1.65 (m, IH) , 1.65-1.54 (m, 3H), 1.50 (d, <;J=6.8 Hz, 3H), 1.20 (s, 3H) . LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+. 3970-68-1, As the paragraph descriping shows that 3970-68-1 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LAVOIE, Rico; BENDER, John A.; BACHAND, Carol; RUEDIGER, Edward H.; KADOW, John F.; WO2010/120621; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem