Category: 3970-68-1

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.,3970-68-1

A mixture of 11 (100 mg, 0.35 mmol), 4-methylpiperidin-4-ol (202 mg, 1.7mmol), and potassium carbonate (484 mg, 3.5 mmol) in anhydrous DMSO (3 mL) was stirred at 90 C overnight. The reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (3 ¡Á 50 mL). Combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The crude material was purified by flash chromatography using MeOH/DCM (1/100, v/v) to afford 13a as a yellow solid (80 mg, 60%).

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

Reference£º
Article; Yang, Hao; Murigi, Francis N.; Wang, Zhijian; Li, Junfeng; Jin, Hongjun; Tu, Zhude; Bioorganic and Medicinal Chemistry Letters; vol. 25; 4; (2015); p. 919 – 924;,
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 0.04 g (0.1 mmol) of 4-[(S)-4-(3-chloro-phenylcarbamoyl)-3-methyl-2-oxo- piperazin-l-yl]-butyric acid (intermediate 19) and 0.04 ml of triethylamine (0.3 mmol) in 0.8 ml DMF was added 0.05 g (0.12 mmol) of HATU. The mixture was shaken for 10 minutes before being added to the appropriate amine (0.12 mmol) and the mixture shaken overnight. The mixture was then directly purified by preparative HPLC.

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; AEBI, Johannes; BINGGELI, Alfred; GREEN, Luke; HARTMANN, Guido; MAERKI, Hans P.; MATTEI, Patrizio; WO2011/48032; (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

[0593] N-( 4-chloro-5-cyanopyridin-2-yl)-7-( dimethoxymethyl)-3,4-dihydro-1 ,8-naphthyridine-1 (2H)carboxamide(intermediate 21, 50 mg, 0.129 mmol) and4-methylpiperidin-4-ol (21.5 mg, 0.142 mmol) were dissolvedin DMF (1 ml) under argon. The mixture was stirred at100 C. for 16 h.[0594] An excess of 4-methylpiperidin-4-ol was added tothe mixture and stirred for 45 min at 100 C. The reactionmixture was diluted in EtOAc and washed 2x with sat. aq.NH4 Cl and brine. The organic layer was dried over Na2S04 ,filtered and concentrated under vacuum. The crude materialwas purified by normal phase chromatography ( 4 g silica gel cartridge, heptanes/EtOAc 100:0 to 0:100) to give the titlecompound as an off-white solid. (UPLC-MS 3) tR 1.08 min;ESI-MS 467.2 [M+Ht., 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; Novartis AG; Buschmann, Nicole; Fairhurst, Robin Alec; Furet, Pascal; Knoepfel, Thomas; Leblanc, Catherine; Liao, Lv; Mah, Robert; Nimsgern, Pierre; Ripoche, Sebastien; Xiong, Jing; Han, Bo; Wang, Can; Zhao, Xianglin; US2015/119385; (2015); 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 13.1; 1-(4-{2-[6-(4-Methoxy-phenyl)-py?dazin-3-yloxy1-ethoxy)-benzyl)-4-methyl-piperidin-4-ol; 100 mg (0.285 mmol) 4-{2-[6-(4-Methoxy-phenyl)-pyridazin-3-yloxy]-ethoxy}-benzaldehyde (educt XII.1 ) and 35 mg (0.30 mmol) 4-methyl-pipeiotadin-4-ol are dissolved in 10 ml of THF and 0.20 ml cone, acetic acid are added. After 10 minutes 180 mg (0.855 mmol) sodium triacetoxyborohydride are added and the mixture is stirred for 20 hours at RT. After that time the mixture is filtered and the solvent is evaporated. The residue is purified by silica gel column chromatography with methylene chloride/methanol/ammonia (10:1 :0.1 ) as eluent. Yield: 50 mg (39% of theory),Rf value: 0.25 (silica gel, methylene chloride/methanol/ammonia = 10:1 :0.1 )EII mass spectrum: m/z = 450 [M+H]+

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; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/48802; (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.3970-68-1,4-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

3970-68-1, Step 2: (S)-1-Phenylethyl (R)-2-(4-hydroxy-4-methylpiperidin-1-yl)-2-phenylacetate 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 C. (oil bath temperature) for 4 hours. The cooled reaction mixture was then diluted with ethyl acetate (30 mL), washed (H2O*2, 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) 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). LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+. (S,S)-isomer: 1H 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). LCMS: Anal. Calcd. for C22H27NO3: 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; US2009/202483; (2009); A1;; ; Patent; Bristol-Myers Squibb Company; US2010/80772; (2010); 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.

3970-68-1, Step 2: (S)-1-Phenylethyl (R)-2-(4-hydroxy-4-methylpiperidin-1-yl)-2-phenylacetate 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 C. (oil bath temperature) for 4 hours. The cooled reaction mixture was then diluted with ethyl acetate (30 mL), washed (H2O*2, 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) 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). LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+. (S,S)-isomer: 1H 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). LCMS: Anal. Calcd. for C22H27NO3: 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; US2009/202483; (2009); A1;; ; Patent; Bristol-Myers Squibb Company; US2010/80772; (2010); 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.

(S)-1-Phenylethyl (R)-2-(4-hydroxy-4-methylpiperidin-1-yl)- 2-phenylacetate: 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 for5 minutes and then a solution of 4-methyl-4-hydroxypiperidine (0.251 g, 2.18 mmol) in THF (2 mL) was added. Themixture 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 (H2O x2, brine), dried (MgSO4), filteredand 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 (0.120g, 23%), also as a white solid. (S,R)-isomer: 1H NMR (CD3OD) delta 7.51-7.45 (m, 2H), 7.41-7.25 (m, 8H), 5.85 (q, J=6.6Hz, 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).LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+. (S,S)-isomer: 1H 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). 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; BELEMA, Makonen; NGUYEN, Van N.; SERRANO-WU, Michael; ST. LAURENT, Denis R.; QIU, Yuping; DING, Min; MEANWELL, Nicholas A.; SNYDER, Lawrence B.; (149 pag.)EP2328865; (2017); B1;,
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 5-mL microwave vials, secondary amines (0.164 mmol) (commercially available, known from the literature) and K2CO3 solid (37.7 mg, 0.273 mmol) were added followed by addition of 1 mL DMF solution of the mixture of 3-bromo-N,N-bis(4- methoxybenzyl)-2-(l -(4-methoxybenzyl)- lH-tetrazol-5-yl)-6- (trifluoromethyl)benzenesulfonamide and 3-bromo-N,N-bis(4-methoxybenzyl)-2-(2-(4- methoxybenzyl)-2H-tetrazol-5-yl)-6-(trifluoromethyl)benzenesulfonamide from Reference Example 24 (40 mg, 0.055mmol). The vials were capped and heated at 140C with stirring for 2 hr. After the vials were cooled to room temperature, the solvent was removed in a GeneVac. Into each residue was added 500 of 3 N HC1 and 2 mL of EtOAc. The organic layers were transferred into 2 dram vials. The organic solvent was removed in GeneVac to afford the crude intermediates which were deprotected without further purification in the subsequent step., 3970-68-1

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MANDAL, Mihir; TANG, Haifeng; XIAO, Li; SU, Jing; LI, Guoqing; YANG, Shu-Wei; PAN, Weidong; TANG, Haiqun; DEJESUS, Reynalda; HICKS, Jacqueline; LOMBARDO, Matthew; CHU, Hong; HAGMANN, William; PASTERNAK, Alex; GU, Xin; JIANG, Jinlong; DONG, Shuzhi; DING, Fa-Xiang; LONDON, Clare; BISWAS, Dipshikha; YOUNG, Katherine; HUNTER, David, N.; ZHAO, Zhiqiang; YANG, Dexi; WO2015/112441; (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.3970-68-1,4-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

Preparation of the amide: The acid chloride obtained above was dissolved in 3 ml of anhydrous THF, and 40 mg (0.340 mmol) of 4-methylpiperidine-4-ol [commercially available;Lit. example:.. JM McManus et al, J. Med Chem 1965, 8 (6), 766-776] and 100 mu (0.570 mmol) of N, N-diisopropylethylamine was added. Subsequently, the reaction mixture was stirred for about 16 h at RT.After the mixture was evaporated on a rotary evaporator to dryness, the crude product was purified by preparative HPLC (Method 5).After combining the product fractions, evaporation and drying of the residue under high vacuum, 113 mg (88% of theory..) Of the title compound, 3970-68-1

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

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAERTER, MICHAEL; DELBECK, MARTINA; KALTHOF, BERND; LUSTIG, KLEMENS; LINDNER, NIELS; KAST, RAIMUND; WASNAIRE, PIERRE; SUESSMEIER, FRANK; (372 pag.)TW2016/7950; (2016); 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.3970-68-1,4-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.,3970-68-1

Compound 13-6 (0.250g, 0.5mmol), 4- hydroxypiperidine (0.125g, 1.1mmol) was dissolved in 1,2-dichloroethane (12ml), the protection purged with nitrogen, stirred 30min, was added NaBH (OAc 3(1.151g, 5.4mmol), reacted at room temperature overnight. TLC showed the reaction of the starting material was completed, and saturated sodium bicarbonate solution and DCM (50ml / 40ml) were added, and the aqueous phase was extracted with DCM (50ml ¡Á 2). The phase was dried over anhydrous sodium sulfate, concentrated, and then purified by thin layer chromatography to yield 0.090 g of pure product, yield: 32%.

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

Reference£º
Patent; Suzhou Yuanzhi Pharmaceutical Technology Co., Ltd.; Chen Li; Zhao Jian; (48 pag.)CN109896991; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem