Heterocyclic Building Blocks-piperidine

1892-22-4, 3-Aminopiperidin-2-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

11.4 g of alpha-aminopentylactam was dissolved in 100 m of anhydrous tetrahydrofuran,Add 2.4 g of metal sodium,After 30 min reaction,16 g of p-vinylbenzene chloride was dissolved in 10 ml of anhydrous tetrahydrofuran,Was added dropwise to the above solution,30min drop finished.After the reaction was continued for 60 min,Steamed to remove the solvent after adding chloroform dissolved,The organic phase was washed three times with deionized water,Add anhydrous potassium carbonate for drying.After drying the solvent,20 g Compound 1 was obtained.

1892-22-4, The synthetic route of 1892-22-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sinopec Ltd.; Sinopec Beijing Research Institute of Chemical Industry; Sun, Ruliu; Cong, Lin; Chen, Jingjun; (15 pag.)CN106588754; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4606-65-9, 3-(Hydroxymethyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A stirred solution of 3-(hydroxymethyl)-1-piperidine (0.500 g, 4.34 mmol, Aldrich) in 20 mL of anhydrous dichloromethane was treated with di-f-butyl dicarbonate (1.04 g, 4.77 mmol) dissolved in 10 mL of anhydrous dichloromethane. After 18 hours the solution was diluted with dichloromethane, washed with 10% aqueous citric acid (2x), saturated aqueous NaHC03 (2x), dried over Na2S04, and concentrated at reduced pressure to give a transparent, viscous oil. The crude material was subjected to flash chromatography (silica gel, hexane/EtOAc) to afford 0.88 g (95%) of f-butyl 3-(hydroxymethyl)-l-piperidinecarboxylate as a white, crystalline solid. 1H NMR (DMSO-cf6): 5 4.48 (t, 1H), 3.96 (brs, 1H), 3.77 (d, 1H), 3.26 (m, 1H), 3.17 (m, 1H), 2.67 (t, 1H), 2.43 (brs, 1H), 1.65 (m, 1H), 1.56 (m, 1H), 1.50-1.33 (m, 10H), 1.26 (m, 1H), 1.06 (m, 1H).

4606-65-9, 4606-65-9 3-(Hydroxymethyl)piperidine 107308, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/20415; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

6091-44-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6091-44-7,Piperidine hydrochloride,as a common compound, the synthetic route is as follows.

piperidine hydrochloride (4.4 mg, 0.04 mmol) was added to a solution of trans-(RS)-alpha-methyl-N-[4(2,4-dioxopiperidin-1-yl)-1-phenylcyclohexyl]-3,5-bis(trifluoromethyl)benzeneacetamide (Example 266, 20 mg, 0.04 mmol) in methanol (1 ML) and the mixture was stirred at room temperature for 48 hours.Further piperidine (4 muL, 0.04 mmol) and acetic acid (1 drop) were added and the mixture was stirred at room temperature for 20 hours.Further piperidine (4 muL, 0.04 mmol) and acetic acid (1 drop) were added and the mixture was stirred at room temperature for 96 hours.The solvent was evaporated under reduced pressure and toluene was added and evaporated under reduced pressure.The residue was dissolved in acetic acid (2 ML), palladium on carbon (5%, 20 mg) was added and the mixture was stirred under an atmosphere of hydrogen (1 Atm.) for 16 hours.The mixture was filtered and poured onto an SCX cartridge (Varian Bond Elut; 10 ML/500 mg).The cartridge was washed with methanol (4*2 ML), then eluted with methanolic ammonia (2K, 2*2 ML).The solvent was evaporated under reduced pressure and the residue was purified by preparative thin layer chromatography on silica gel, eluding with CH2Cl2/MeOH/NH3(Aq.) (200:8:1), to give the title compound as a colorless glass (1.4 mg, 6%).1H NMR (360 MHz, CD3OD) delta 0.88-4.91 (5H, m), 1.28-1.65 (10H, m), 1.86-1.94 (2H, m), 2.05-2.08 (1H, m), 2.33-2.40 (1H, m), 2.55-2.72 (4H, in), 2.77-2.81 (2H, m), 2.92-3.13 (3H, m), 3.75 (1H, q, J 7.0 Hz), 4.46 (1H, m), 7.18 (1H, t, J 7.2 Hz), 7.24-7.29 (1H, m), 7.44-7.46 (2H, m), 7.72 (2H, s), and 7.78 (1H, s).m/z (ES+) 624 (M+1).

The synthetic route of 6091-44-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Castro Pineiro, Jose Luis; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John; US2003/236250; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

214834-18-1, tert-Butyl 4-carbamothioylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1: Preparation of E-3-{4-[4-(3,4-ethylendioxphenyl)-thiazol-2-yl]-piperidin-1-yl}-1-(3,4-methylendioxyphenyl)-3-prop-1-ene (Compound I) [Show Image] A. Preparation of intermediate (7) [Show Image] To a solution of tert-butyl 4-(aminocarbonothioyl)piperidine-1-carboxylate (5) (1 eq.) in DMF (5 vol eq.) a solution of bromoketone (6) (1.05 eq.) in DMF (10 vol eq.) is added drop wise at 0C. The mixture is left to stir overnight gradually warming to room temperature. Triethylamine (2.2 eq.) is added portionwise to the resulting solution at room temperature, and then stirred for further 30 minutes. The reaction mixture is poured into water and extracted 3 times with ethyl acetate. The organic layers are combined, washed with waterand brine, dried overnight over MgSO4, and concentrated in vacuo. The desired product is obtained as a pale orange oily residue, collected and dried in a vacuum oven. Yield 68%., 214834-18-1

214834-18-1 tert-Butyl 4-carbamothioylpiperidine-1-carboxylate 2735648, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Oridis Biomed Forschungs- und Entwicklungs GmbH; EP1832585; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1496-40-8, 2-(Piperidin-1-yl)-5-(trifluoromethyl)aniline is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Isonicotinoyl chloride hydrochloride (6.48 g, 36.4 mmol, commercially available product) and triethylamine (5.57 ml, 54.6 mmol) were sequentially added at 0C to a dichloromethane (10 ml) solution of 2-(1-piperidinyl)-5-(trifluoromethyl)aniline (4.45 g, 18.2 mmol) obtained as described in Referential Example 1-2B. The mixture was stirred for half an hour. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (200 g, hexane/ethyl acetate = 1/1) and recrystallization. Thus, N-[2-(1-piperidinyl)-5-(trifluoromethyl) phenyl]isonicotinamide (SRPIN-1, GIF-0340) (5.49 g, 86.3%) was yielded as a colorless solid., 1496-40-8

The synthetic route of 1496-40-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HAGIWARA, Masatoshi; EP1712242; (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.548769-02-4,1-(Piperidin-4-yl)pyrrolidin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

548769-02-4, EXAMPLE 23; 1-(1-{2-[4-(Benzothiazol-2-yloxy)-phenoxy]-ethyl}-piperidin-4-yl)-pyrrolidin-2-one; A suspension of 2- [4- (2-BROMO-ETHOXY)-PHENOXY]-BENZOTHIAZOLE (EXAMPLE 9; 200 mg, 0.57 mmol), 1-piperindin-4-yl-pryyolidin-2-one hydrochloride (117 mg, 0.57 MMOL), and SILICYCLEE dimethylamine resin (800 mg, 1. 14 mmol) in CH3CN was heated to 70 C for 18 h. The reaction mixture was filtered, and the collected resin was rinsed with CH3CN. The combined filtrates were concentrated under reduced pressure yielding a crude solid, which was purified on SI02 (10 G ; 0-100% 10% [2 M NH3 in CH3OH] in CH2CI2/CH2CI2) to provide a tacky off-white solid (142 mg, 63% yield). MS (ESI) : mass calculated for C24H27N3O3S, 337.18 ; m/z found, 348. 5 [M+H}+. 1H NMR (400 MHz, CECI3) : 7.85 (dd, J= 8.0, 0.5, 1H), 7.75 (dd, J= 8.0, 0.8, 1H), 7.41 (dt, J=7 3,1. 5, 1H), 7.34-7. 22 (m, 3H), 7.02-6. 92 (m, 2H), 4.15 (br d, J = 48.8, 2H), 3.80-3. 65 (m, 1H), 3.40 (t, J=7. 0, 1H), 3.30-3. 10 (BRS, 1H), 3.15, (q, J= 7.2, 1H), 2.96 (brs, 1H), 2.42, (t, J=7. 9,2H), 2.10-1. 99 (m, 1H), 1.81-1. 70 (m, 1H) 1.68-1. 52 (m, 4H), 1.50 (d, J=6. 5,3H)

The synthetic route of 548769-02-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/12296; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1205-72-7, 1-Benzylpiperidin-4-amine dihydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of (i?)-tetrahydro-2-furoic acid (58.5 g, 504 mmol) and oxalyl chloride(86 mL, 1.0 mol) in 100 mL CH2CI2 were refluxed for 2 hours in a flask equipped with a CaCl2 guard tube. After the solution was cooled to room temperature the solvents and excess oxalyl chloride were removed by evaporation under reduced pressure. The resulting acid chloride was dissolved in 200 mL CH2CI2 and added dropwise to a solution of 1 -benzyl-4-amino piperidine dihydrochloride (142 g, 539 mmol) and triethylamine (240 mL, 1.7 mol) in 300 mL CH2C12 cooled in an ice bath. The resulting mixture was stirred for 2 hours at room temperature and subsequently washed twice with 300 mL portions of 5% aq. NaHC03 and 300 mL saturated aq. NaCl solution, dried over Na2S04, filtered, and evaporated to dryness under reduced pressure. The solid residue was triturated with 500 mL heptanes, collected by filtration, and washed twice with 200 mL portions of heptanes. The solid was air-dried at 45 C to yield (i?)-tetrahydrofuran-2-carboxylic acid (l-benzyl-piperidin-4-yl)-amide (128 g, 88%) as an off-white solid. ^-NMR (300 MHz, CDCI3): 8 7.35-7.20 (m, 5H), 6.58 (bs, 1H), 4.29 (dd, J= 5.9, 8.4 Hz, 1H), 3.92-3.77 (m, 2H), 3.48 (s, 2H), 2.82-2.74 (m, 2H), 2.32-2.21 (m, 1H), 2.19-1.95 (m, 3H), 1.94-1.78 (m, 4H), 1.58-1.40 (m, 2H) ppm., 1205-72-7

As the paragraph descriping shows that 1205-72-7 is playing an increasingly important role.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/28904; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

166815-96-9, tert-Butyl 4-((tosyloxy)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7-hydroxy-4-(4-bromo-2-fiuoroanilino)-6-methoxyquinazoline (100 g) and potassium carbonate (113.8 g) were suspended in iV-methylpyrrolidinone (1070 ml) and stirred for 10 minutes prior to the addition of l-(fert-butoxycarbonyl)-4-(4- methylphenylsulfonyloxymethyl)piperidine (152.2 g). The reaction mixture was then heated to 950C for 4 hours before being cooled back to 7O0C. Water (1922 ml) was then added over a period of 15 minutes. The reaction mixture was held at 730C for 1 hour before being cooled to 4O0C and the product isolated by filtration. The product was washed with water (549 ml), slurry washed with ethyl acetate (549 ml) at 5O0C for 1 hour and then washed with ethyl acetate (275 ml) and dried at 500C. Yield: 137 g, 86%; NMR Spectrum (DMSOd6) 1.15-1.3 (m, 2H), 1.46 (s, 9H), 1.8 (d, 2H), 2.0-2.1 (m, IH), 2.65-2.9 (m, 2H) 3.95 (s, 3H), 4.02 (br s, 2H), 4.05 (d, 2H), 7.2 (s, IH), 7.48 (d, IH), 7.55 (t, IH), 7.65 (d, IH), 7.8 (d, IH), 8.35 (s, IH), 9.55 (br s, IH); Mass Spectrum [ESI] (M+H)+ = 561-563.; 7-hydroxy-4-(4-bromo-2-fluoroanilino)-6-methoxyquinazoline (5.0 g) and potassium carbonate (5.7 g) were suspended in N-methylpyrrolidinone (53.5ml) and stirred for 10 minutes. l-(tert-butoxycarbonyl)-4-(4-methylphenylsulfonyloxymethyl)pirhoeridine (7.6 g) was then added. The reaction mixture was then heated to 950C and stirred at that temperature for 3.5 hours before being cooled back to 7O0C. Isopropanol (25 ml) was added and then water (75 ml) was added over a period of 15 minutes. The reaction mixture was then stirred at 730C for 1 hour before cooling to 4O0C and isolation of the product by filtration. The product was washed with water (27.4 ml) and dried at 5O0C. Yield: 6.72 g, 87.2%; NMR Spectrum (DMSOd6) 1.15-1.3 (m, 2H), 1.46 (s, 9H), 1.8 (d, 2H), 2.0-2.1 (m, IH), 2.65-2.9 (m, 2H) 3.95 (s, 3H), 4.02 (br s, 2H), 4.05 (d, 2H), 7.2 (s, IH), 7.48 (d, IH), 7.55 (t, IH), 7.65 (d, IH), 7.8 (d, IH), 8.35 (s, IH), 9.55 (br s, IH); Mass Spectrum [ESI] (M+H)+ = 561-563.

166815-96-9, The synthetic route of 166815-96-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/36713; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

167757-45-1, Benzyl 4-(aminocarbonyl)tetrahydro-1(2H)-pyridinecarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound VI-A-43 (13.8 g), P2S5 (15.4 g) and anhydrous NaHCO3 (17.9 g) in ethylene glycol dimethyl ether (207 muL) was stirred at 60 C. overnight. After cooling to room temperature, the solution was filtered and concentrated to about of original volume, then poured into ice/water. The precipitated light yellow solid was collected by filtration and dried to give 13.5 g of intermediate X-B-43., 167757-45-1

The synthetic route of 167757-45-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kalypsys, Inc.; US2005/234046; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

84163-13-3, 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

84163-13-3, 10g of reactant 6-fluoro-3-(4-piperidinyl)-1,2-benzoisoxazole hydrochloride and 10.4g of reactant 1-[4-(3-chloropropoxyl)-3-inethoxyphenyl]ethyl ketone were placed in a 250ml reaction flask, and a solution prepared with 17.9g potassium carbonate and 120ml water was added thereto. The reaction mixture was heated to 80-90 C and stirred for 1.5 hours, then naturally cooled to room temperature under stirring and filtered. The filter cake was washed twice with water, and then washed twice with methanol, and dried in vacuum at 50 C to obtain 15.1g crude iloperidone. The yield was 91.0%. The crude product was decolored by active carbon, then recrystallized with toluene to obtain iloperidone. The purity was 99.5% (determined by HPLC), and the melting point was 118~120C.

84163-13-3 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride 11334359, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Zhejiang Huahai Pharmaceutical Co., Ltd.; EP2479176; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem