Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.690261-64-4,2-(Piperidin-4-yl)pyrimidine hydrochloride,as a common compound, the synthetic route is as follows.

EXAMPLE 82; The hydrochloride salt of the pyrimidyl piperidine (Intermediate 8) (67 mg, 0.34 mmol) was combined with Intermediate 4 (100 mg, 0.28 mmol), triethylamine (46 muL, 0.35 mmol), and 4 powdered molecular sieves (100 mg) in DCM. After 15 minutes at room temperature, sodium triacetoxyborohydride (240 mg, 1.13 mmol) was added and the resulting mixture was stirred for 3 days before being filtered through celite, diluted with DCM and washed with saturated sodium bicarbonate and brine. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give a crude oil that was purified by preparative TLC (silica gel, 0.3% NH4OH/2.7% MeOH/97% DCM) to give 110 mg of a colorless oil. Resolution of the individual diastereomers was accomplished by HPLC using a ChiralPak AD column eluting with 30% isopropanol/hexanes to give 2 single diastereomers and a single mixture of the 2 other diastereomers.First peak 10 mg: ESI-MS calc. for C28H35F3N4O: 500.28; found 504 (M+H).Second peak 11 mg: ESI-MS calc. for C28H35F3N4O: 500.28; found 504 (M+H).Third peak 7.0 mg ESI-MS calc. for C28H35F3N4O: 500.28; found 504 (M+H)., 690261-64-4

As the paragraph descriping shows that 690261-64-4 is playing an increasingly important role.

Reference：
Patent; Butora, Gabor; Goble, Stephen D.; Pastemak, Alexander; Yang, Lihu; Zhou, Changyou; Moyes, Christopher R.; US2008/81803; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

61869-08-7, (3S,4R)-3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

61869-08-7, EXAMPLE 3 Preparation of paroxetine hydrochloride hemihydrate 11.58 kg of paroxetine free base was charged into a reactor containing 81.06 L of ethyl acetate and stirred for about 15 minutes at about 30 C. to form a clear solution. The reaction mass was filtered through a filtration system containing an online filter (5 micron polypropylene cloth), a 0.45 micron cartridge polypropylene filter, and a 0.2 micron cartridge polypropylene filter, and the filtration system was washed with 34.74 L of ethyl acetate. 2.895 L of 36% aqueous hydrochloric acid was added slowly to the filtrate over about 30 minutes at about 28-33 C. The reaction mass was stirred for about 1 hour, 45 minutes at about 28-30 C. It was then cooled to about 1 C. and maintained for about 1 hour, 30 minutes at about 0-2 C. The reaction mass was centrifuged and the wet cake washed with 23.16 L of chilled ethyl acetate. The wet solid was dried at 30 C. for about 1 hour, 15 minutes under a vacuum of about 690 mm Hg. The solid was further dried at about 58 C. under a vacuum of about 690 mm Hg for about 4 hours to get 10.9 kg of the paroxetine hydrochloride.; EXAMPLE 4 Purification of paroxetine hydrochloride hemihydrate 10.9 kg of the paroxetine hydrochloride obtained in Example 3 above was charged into a clean, dry reactor containing 76.3 L of acetone and the contents were heated to reflux. 4.564 L of water was added to the reaction suspension at reflux for about 60 minutes and stirred at reflux for about 20 minutes to form a clear solution. The reaction mass was cooled slowly to about 33 C. in 2 hours and then stirred for 1 hour at about 30-33 C. 32.7 L of n-heptane was charged into the reactor and stirring was continued for about 1 hour, 30 minutes. The reaction mass was cooled to about 2 C. and stirred for about 2 hours. The reaction mass was centrifuged and wet cake was washed with 6.54 L of chilled acetone. The wet solid was dried under vacuum of about 690 mm Hg at about 30 C. for about 2 hours and then at about 55-57 C. for about 4 hours. The resultant solid was milled in a micronizer (Manufacturer: Microtech Engineering company, Model: M-50) with an air pressure of 0.5 kg/cm2 at a feed rate of 7 kg/hour and then sieved through a 10 mesh sieve yielding 8.7 Kg of paroxetine hydrochloride hemihydrate with particle size distribution: D10=2.37 mum; D50=11.1 mum; and D90=30.6 mum.

61869-08-7 (3S,4R)-3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine 44274603, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Thippannachar, Vijayavitthal Mathad; Jayantilal, Pravinchandra Vankawala; Elati, Chandrasekhar Ravi Ram; Kolla, Naveen Kumar; Chlamala, Subrahmanyeswara Rao; US2006/264637; (2006); 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.297172-16-8,(4-Methylpiperidin-4-yl)methanol,as a common compound, the synthetic route is as follows.

(4-methylpiperidin-4-yl)methanol (2.4 g, a mixture of the amino alcohol and NH4CO2H) was suspended in DCM (70 mL). Et3N (5 mL; 37.2 mmol) was then added followed by the drop-wise addition of ethyl chloroformate (1.05 mL, 13 mmol, 1.4 eq.). After 1 hour at room temperature, IN HCl (70 mL) was added and the layers were separated. The aqueous layer was extracted with DCM (70 mL) and the combined organic layers were EPO dried over Na2SCU, filtered, and concentrated under high vacuum. The product (1.7 g over 2 steps) is obtained analytically pure as an oil and used without further purification., 297172-16-8

297172-16-8 (4-Methylpiperidin-4-yl)methanol 22507737, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/58303; (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.149554-03-0,tert-Butyl 2-(4-oxopiperidin-1-yl)acetate,as a common compound, the synthetic route is as follows.

A mixture of 45 (2.1 g, 10 mmol), BOC-piperidone (3.4 g, 17 [MMOL)] and KOH (0.28 g, 5 [MMOL)] in CH30H (150 ml) was [REFLUXED] for eight days. The reaction mixture was then concentrated in vacuo, partitioned between water (50 [ML)] and [CH2CI2] (100 [ML),] and acidified with [ACOH.] The organic layer was isolated and concentrated to provide crude 46.

149554-03-0, The synthetic route of 149554-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SCHERING CORPORATION; WO2004/831; (2003); 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

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-M ethyl-3-nitro-1-nitrosoguanidine (3.00 g, 20.4 mmol) was added in small portions with agitation to a mixture of 5M aqueous NaOH solution (14 ml) and ether (70 ml), cooled to 0 C. The yellow ether layer was decanted into a flask precooled in an ice bath and containing a few KOH pellets for drying. To a solution of olefin 20 (0.20 g, 0.95 mmol) in ether (5 ml) cooled to 0 C. was added Pd(OAc)2 (0.006 g, 0.03 mmol), followed by the ethereal CH2N2 solution in portions (prepared as described above), and the reaction mixture was stirred at rt for 5 hr. It was quenched with AcOH and diluted with saturated aqueous NaHCO3 solution. The product was extracted with CH2Cl2 and the organic layer was dried over Na2SO4. Purification by flash chromatography (CH2Cl2) provided 0.16 g of 21 as a clear liquid.

180307-56-6, As the paragraph descriping shows that 180307-56-6 is playing an increasingly important role.

Reference：
Patent; Schering Corporation; US2007/10513; (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.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

Compound 10a was prepared from compound 8 in 85% yield as a colorless solid, using a similar approach to that described for 9a. 1H NMR (DMSO-d6) delta 1.16-1.85 (5H, m), 1.32 (9H, s), 2.31-2.78 (2H, m), 2.58 (3H, s), 3.15-3.29 (2H, m), 3.60-3.94 (2H, m), 3.80 (3H, s), 6.78 (1H, t, J = 2.1 Hz), 7.54 (1H, t, J = 2.1 Hz), 7.59-7.67 (1H, m), 7.71-7.76 (1H, m), 7.92 (1H, d, J = 3.7 Hz), 9.44 (1H, s); MS (ESI) m/z 514 [M+H]+.

140645-24-5, As the paragraph descriping shows that 140645-24-5 is playing an increasingly important role.

Reference：
Article; Kunikawa, Shigeki; Tanaka, Akira; Mukoyoshi, Koichiro; Nagashima, Shinya; Tominaga, Hiroaki; Chida, Noboru; Tasaki, Mamoru; Shirai, Fumiyuki; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3269 – 3277;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25137-01-3,(R)-Ethyl piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

25137-01-3, The mixture of ethyl (3R)-piperidine-3-carboxylate (200 mg, 1.27 mmol), o-nitro-benzenesulfonyl chloride (280 mg, 1.30 mmol), triethylamine (266 muL, 1.91 mmol) in acetonitrile (2.0 mL) was stirred at r.t. for 2 hours. The reaction was quenched with water, extracted with ethyl acetate. The extract was washed with 1N HCl solution, water, brine and dried over Na2SO4. After filtration, the filtrate was concentrated to yield a residue.

The synthetic route of 25137-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Yao, Wenqing; Li, Yanlong; Xu, Meizhong; Zhuo, Jincong; Zhang, Colin; Metcalf, Brian W.; US2005/288317; (2005); 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.138022-04-5,tert-Butyl methyl(piperidin-4-ylmethyl)carbamate,as a common compound, the synthetic route is as follows.,138022-04-5

Stage (i): tert-Butyl methyl((1-(pyrimidin-4-yl)piperidin-4-yl)methyl)carbamatetert-Butyl methyl(piperidin-4-ylmethyl)carbamate (1.4 mmol, 1.0 eq) and 4-chloropyridine (4.2 mmol, 3.0 eq) were dissolved in 2-propanol (5 ml) and DIPEA (7.0 mmol. 5.0 eq) and refluxed for 16 hours. After monitoring by TLC, the reaction solution was diluted with ethyl acetate and sat. sodium hydrogen carbonate solution and the phases were separated. The aqueous phase was washed with ethyl acetate. The combined organic phases were dried over magnesium sulfate, concentrated under reduced pressure and purified by column chromatography (silica gel, ethyl acetate:ethanol 10:1+ammonia solution). Yield: 51%

138022-04-5 tert-Butyl methyl(piperidin-4-ylmethyl)carbamate 23004743, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GRUENENTHAL GmbH; US2012/71461; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 2-oxopiperidine-1-carboxylate (1 g, 5.02 mmol) in THF (10 mL), cooled to -30C, was added lithium bis(trimethylsilyl)amide (1M in THF, 5.52 mL) dropwise over 15 minutes. The reaction mixture was stirred for 1 h at -30C, then diphenyl chlorophosphate (1.1 mL, 5.3 mmol) was added dropwise over 5 minutes. The reaction mixture was allowed to warm to r.t. and stirred for 48 h. The mixture was poured onto saturated aqueous NH4Cl solution (10 mL) and extracted with EtOAc. The organic layers were washed with saturated aqueous NaHCO3 solution and brine, then dried over Na2SO4. The residue was concentrated in vacuo. The resulting oil was purified by flash chromatography, eluting with EtOAc/hexanes (0-30% gradient), to furnish tert-butyl 6-diphenoxyphosphoryloxy-3,4-dihydro-2H-pyridine-1-carboxylate (1.92 g, 89%) as a colourless oil.

85908-96-9, The synthetic route of 85908-96-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; FOULKES, Gregory; FROST, James Richard; HORSLEY, Helen Tracey; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; REUBERSON, James Thomas; SCHULZE, Monika-Sarah Elisabeth Dorothea; TAYLOR, Richard David; YAU, Wei Tsung; ZHU, Zhaoning; (246 pag.)WO2019/138017; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem