Month: March 2022

50607-30-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50607-30-2,Piperidine-2,4-dione,as a common compound, the synthetic route is as follows.

To a round bottom flask charged with 3A (6.06 g, 19.21 mmol), piperidine-2,4-dione (2.391 g, 21.14 mmol), ammonium acetate (5.92 g, 77 mmol) and ethanol (64.0 ml) were added. The reaction mixture was stirred at rt for 2 h. Water (20 ml) was added and stirring was continued for 3 h. The product was collected via filtration. The collected solid was washed with water and dried under vacuum ON, yielding 3B (2.26 g, 9.12mmol, 47.5percent yield) as a white solid. MS(ES+) m/z 248.0 (M+H).

50607-30-2 Piperidine-2,4-dione 10887863, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; HART, Amy C.; PITTS, William J.; MASTALERZ, Harold; GUO, Junqing; BROWN, Gregory D.; (148 pag.)WO2016/100166; (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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

The 131 mg 2, 2, 6, 6 – tetramethyl hexahydro pyridine plus 1.5 ml anhydrous toluene, cooling to 0 C, dropwise 0.37 ml 2 . 5M BuLi, in canada finishes 0 C to 5 C stirring reaction 30min, then dropwise 1 ml 0 . 9MEt2AlCl (toluene) solution, in canada finishes 0 C to 5 C stirring reaction 40min, then the instillment contains 70 mg (0.232mmol) embodiment 6 compound of 1.5 ml of a toluene solution, canada finishes C – 5 C stirring for 20 hours. TLC display raw material spot disappears, carefully dropwise methanol stopped reaction, adds full and NH4Cl, extraction with ethyl ether, the combined extract, water washing, water-free Na2SO4Drying, filtering, the filtrate is silica gel short column purification, petroleum ether/EtOAc (10/1) elution, to obtain the product 50 mg (71.4%), Rf=0.35 (petroleum ether/EtOAc=4/1).

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Zhejiang Aoxiang Pharmaceutical Co., Ltd.; Zheng Zhiguo; (45 pag.)CN103304375; (2017); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Compound 42d (3.67 g, 15 mmol) in tetrahydrofuran (36 mL), water (18 mL), formalin (11 mL, 150 mmol), then formic acid (5.8 mL, 150 mmol) were added and subsequently heating and stirring at 100C for 3 hours. After cooling to room temperature, ethyl acetate was added thereto, and then aqueous 2 N sodium hydroxide solution was added thereto until pH = 10. The organic layer separated was washed with saturated brine, and then dried with anhydrous sodium sulfate. The inorganic substance was removed by filtration. After concentrating in vacuo, the resulting crude product was purified by silica gel column chromatography to yield Compound 42e as a yellow oil.Yield: 3.12 g, (80%)1H-NMR (CDCl3) delta:1.48 (4H, t, J=5.1 Hz), 1.51 (4H, t, J=5.1 Hz), 2.26 (3H, s), 2.36 (4H, t, J=5.7 Hz), 2.38 (4H, t, J=5.7 Hz), 3.49 (2H, s), 7.25-7.31 (5H, m), 189333-49-1

As the paragraph descriping shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; Shionogi & Co., Ltd.; HISAKAWA, Shinya; HASEGAWA, Yasushi; AOKI, Toshiaki; KUSANO, Hiroki; SANO, Masayuki; SATO, Jun; YAMAWAKI, Kenji; EP2557082; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

534595-51-2,534595-51-2, 1-Boc-4-(isopropylamino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 0 C. solution of tert-butyl 4-(isopropylamino)piperidine-1-carboxylate (1.2 g, 5.19 mmol) in CH2Cl2 (18 mL) was added Et3N (1.44 mL, 10.38 mmol) followed by acetyl chloride (0.55 mL, 7.78 mmol). The resulting solution was stirred for 2.5 hours, then concentrated in vacuo. The material was purified by flash chromatography on silica gel, eluting with 0% to 5% of EtOAc/CH2Cl2, to afford tert-butyl 4-(N-isopropylacetamido)piperidine-1-carboxylate (0.88 g, 59%)

As the paragraph descriping shows that 534595-51-2 is playing an increasingly important role.

Reference：
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281399; (2013); 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.280774-03-0,(1-Isopropylpiperidin-4-yl)methanol,as a common compound, the synthetic route is as follows.

Step D: Preparation of (4-Chlorophenyl)-[2-(1-isopropyl-piperidin-4-ylmethoxy)-3-methyl-3H-imidazol-4-yl]-methanone. (1-Isopropyl-piperidin-4-yl)-methanol (0.08 g) in THF (10 mL) was treated with NaH (60% in mineral oil, 0.02 g). After 30 min, the reaction mixture was cooled to 0 C. and the product of Example V, Step C (0.125 g) in THF (5 mL) was added. After stirring overnight, the reaction mixture was partitioned between brine and EtOAc. The organic portion was separated, washed twice with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography with silica gel using a gradient elution of 1-4% MeOH in CH2Cl2 to provide (4-Chloro-phenyl)-[2-(1-isopropyl-piperidin-4-ylmethoxy)-3-methyl-3H-imidazol-4-yl]-methanone (0.07, 51 %) as a white solid. M calc=375; M+H found=376. 1H NMR (400 MHz, CDCl3): delta7.66 (d, J=8.3 Hz, 2H), 7.37 (d, J=8.6 Hz, 2H), 7.13 (s, 1H), 4.24 (d, J=6.1Hz, 2H), 3.69 (s, 3H), 2.88 (br d, J=11.0 Hz, 2H), 2.69 (m, 1H), 2.12 (br dd, J=12.6, 9.6 Hz, 2H), 1.88-1.69 (br m, 1H), 1.37 (br dd (J=23.2, 9.3 Hz, 2H), 0.99 (d, J=6.6 Hz, 6H), 280774-03-0

280774-03-0 (1-Isopropylpiperidin-4-yl)methanol 11147855, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Jones, Todd K.; Mani, Neelakandha; US2005/250948; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

873779-30-7, tert-Butyl 5-bromo-2-oxospiro[indoline-3,4′-piperidine]-1′-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,873779-30-7

To R8, purchased from ACTIVATE (150 mg, 0.39 mmol) in dichloromethane (3 mL) is added trifluoroacetic acid (0.5 mL) and reaction mixture is stirred for 45 minutes at r.t. The reaction mixture is concentrated. Yield 100%.

As the paragraph descriping shows that 873779-30-7 is playing an increasingly important role.

Reference：
Patent; Boehringer Ingelheim International GmbH; VINTONYAK, Viktor; GRAUERT, Matthias; GRUNDL, Marc; PAUTSCH, Alexander; (64 pag.)US2016/75704; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1104083-27-3, tert-Butyl 3-hydroxy-3-methylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 3-hydroxy-3-methylpiperidine-i-carboxylate (0.10 g, 0.46 mmol)in dry DMF (1 mL) under argon atmosphere was added sodium hydride (60% suspension, 0.027 g, 0.69 mmol, 1.5 equiv) at 0 C. The reaction was warmed to room temperature and stirred for 10 mm; 3-(trifluoromethyl)-i-fluorobenzene (0.084 g, 0.511 mmol, 1.1 equiv) was added at 0 C. The reaction mixture was heated at 100 C in sealed tube for 16 h. After completion, the reaction was diluted with water and extracted with ethyl acetate. The organicextract was dried over sodium sulfate, filtered and concentrated under reduced pressure.Purification using silica gel column chromatography (20% EtOAc Hexanes as eluent) toafford 0.065 g of tert-butyl 3-methyl-3-(3-(trifluoromethyl)phenoxy)piperidine- 1-carboxylate(Yield = 39%)., 1104083-27-3

1104083-27-3 tert-Butyl 3-hydroxy-3-methylpiperidine-1-carboxylate 57416953, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; THE BROAD INSTITUTE, INC.; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; HOLSON, Edward; WAGNER, Florence, Fevrier; WEIWER, Michel; SCOLNICK, Edward; PALMER, Michelle; DORDEVIC, Luka; LEWIS, Michael; PAN, Jennifer, Q.; ZHANG, Yan-Ling; XU, Qihong; (425 pag.)WO2016/100940; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

EXAMPLE 5 Synthesis of 2-chloro-2-(2,2,6,6-tetramethyl-1-piperidinylthio)imino acetonitrile A commercial 2.5M n-BuLi solution (71 mL, 177 mmol) is added dropwise to a solution of 2,2,6,6-tetramethylpiperidine (25 g, 177 mmol) in anhydrous tert-butyl methyl ether (100 mL) at -20 C. The above solution is transferred into an addition funnel and is added dropwise to a solution of 3,4-dichloro-1,2,5-thiadiazole (27.4 g, 177 mmol) in anhydrous tert-butyl methyl ether (270 mL) at -50 C. Water (200 mL) is added and the reaction is allowed to warm to rt. The organic layer is decanted and the aqueous layer is extracted with diethyl ether (250 mL). The combined organic layers are washed with a 10% aqueous solution of acetic acid (100 mL) and water (100 mL). Toluene is added and the solution is concentrated under vacuum to afford the title compound (34 g, 74%): 1H-NMR (CDCl3): delta (ppm) 1.32 (s, 12H); 1.54-1.64 (m, 6H); 13C-NMR (CDCl3): delta (ppm) 17.2, 27.5, 32.7, 41.0, 61.2, 100.0, 111.8; IR (cm-1): 2225 (CN).

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; Borghese, Alfio; Mancuso, Vincenzo; Merschaert, Alain; US2009/156808; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

122860-33-7, Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

26c. Phenylmethyl 4-formylpiperidinecarboxylate To a stirred solution of oxalyl chloride (2M solution in dichloromethane, 10.9 mL, 21.9 mmol) was added DMSO (3.1 mL, 3.4 g, 43.8 mmol) in dichloromethane (6 mL) over a period of 15 minutes. The product of Example 26b (4.4 g, 17.5 mmol) in dichloromethane (7 mL) was then added at -78 C. over a period of 15 minutes. The resultant solution was stirred at -78 C. for 1 hour and then triethylamine (12.2 mL, 8.86 g, 87.5 mmol) was added, dropwise, over a period of 15minutes. The mixture was further stirred at -78 C. for 30 min and then at 0 C. for 15 min. The reaction mixture was quenched with water and extracted with dichloromethane. The combined organic phase was washed with 1% HCl, water, dried over sodium sulfate, filtered and evaporated to give the title compound (4.4 g, 100%) which was used in the next step without purification. 1H NMR (300 MHz, CDCl3) delta9.65 (s, 1H), 7.28-7.38 (m, 5H), 5.12 (s, 2H), 4.04 (br d, J=13.1 Hz, 2H), 2.97-3.06 (m, 2H), 2.38-2.45 (m, 1H), 1.88-1.92 (m,2H), 1.52-1.64 (m, 2H). 13C NMR (75 MHz, CDCl3) delta202.7, 155.2, 136.7, 128.5, 128.6, 127.9, 67.2, 47.8, 43.0, 25.1. LRMS (APIMS) m/z 248 (MH+)., 122860-33-7

122860-33-7 Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate 736490, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Fang, Xinqin; Garvey, David S.; Gaston, Ricky D.; Lin, Chia-En; Ranatunga, Ramani R.; Richardson, Stewart K.; Wang, Tiansheng; Wang, Weiheng; Wey, Shiow-Jyi; US2003/203915; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 20 8-{2-[4-(2-Fluorophenyl)piperazin-1-yl]ethyl}-8-azaspiro[4.5]decane-7,9-dione (Compound 20) A mixture of 3,3-tetramethylene glutarimide (6.9 mg) and potassium carbonate (40 mg) in dimethylformamide (0.5 mL) was stirred at room temperature for 30 minutes. 1-(2-Chloroethyl)-4-(2-fluorophenyl)piperazine (10.0 mg) was added and the resulting solution was heated at 120 C. for 3 hours. The solvent was removed and the residue was purified by thin-layer chomatography (silica gel, eluding with hexane/ethyl acetate, 1:1), giving the title compound as a white solid (6.2 mg, 40%). 1H NMR (300 MHz, CDCl13) delta 7.07-6.87 (m, 4H), 3.96 (t, 2H, J=6.6 Hz), 3.05 (t, 4H, J=4.8 Hz), 2.67 (t, 4H, J=4.7 Hz), 2.59 (s, 4 H), 2.54 (t, 4H, J=6.6 Hz), 1.73-1.68 (m, 4H), 1.55-1.50 (m, 4H). ESI-MS m/z 374 (MH+).

1075-89-4, 1075-89-4 8-Azaspiro[4.5]decane-7,9-dione 136843, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Konkel, Michael; Wetzel, John M.; Noble, Stewart A.; Gluchowski, Charles; Craig, Douglas A.; US2002/28760; (2002); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem