Category: piperidines

92926-63-1,92926-63-1, 6-Chloro-1,2-dihydro-2-oxospiro[4H-3,1-benzoxazin-4,4′-piperidine] is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 520 2-(5-{3-[6-chloro-1,2-dihydro-2-oxo-spiro[4H-3,1-benzoxazin-4,4′-piperidin]-1-yl]-propylidene}-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl)-propan-2-ol A solution of 6-chloro-1,2-dihydro-2-oxo-spiro[4H-3,1-benzoxazin-4,4′-piperidine] (Made by the procedure of Bock, et al. GB2,355,465, 0.25 g, 0.7 mmol) in isopropanol (5 mL) was treated with 2-[5-(3-Bromo-propylidene)-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl]-propan-2-ol (0.19 g, 0.50 mmol) and catalytic potassium iodide. The solution was stirred at 80 C. for 5 hr, and evaporated in vacuo. The residue was purified by reverse-phase preparative HPLC to yield 0.029 g (10%) of the title compound, 1H-NMR (CD3OD) delta: 1.50 (3H, s), 2.18 (2H, brs), 2.95-3.2 (6H, m), 5.30 (2H, brs), 6.18 (1H, t), 6.79 (1H, m), 6.92 (1H, m), 7.12 (1H, m), 7.38 (2H, m), 7.48 (2H, m), 7.81 (2H, m), 8.31 (1H, m), 8.55 (1H, d). ESI-MS m/z: 546 [M+1].

92926-63-1 6-Chloro-1,2-dihydro-2-oxospiro[4H-3,1-benzoxazin-4,4′-piperidine] 13116154, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Millennium Pharmaceuticals, Inc.; Kyowa Hakko Kirin Co., Ltd.; LULY, Jay R.; NAKASATO, Yoshisuke; OHSHIMA, Etsuo; HARRIMAN, Geraldine C.B.; CARSON, Kenneth G.; GHOSH, Shomir; ELDER, Amy M.; MATTIA, Karen M.; (190 pag.)US2016/31908; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

72752-52-4, 2-Piperidinobenzonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2; 3-methyl-1-(2-(1-piperidinyl)phenyl)butylamine; This amine was obtained from the nitrile intermediate according to protocol B. It was isolated by silica gel chromatography (dichloromethane/methanol 95/5). Yield: 79%

72752-52-4, As the paragraph descriping shows that 72752-52-4 is playing an increasingly important role.

Reference：
Patent; GENFIT; US2006/79696; (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.1187173-43-8,2,7-Diazaspiro[4.5]decan-1-one hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of 2,7-diazaspiro[4.5]decan-1 -one hydrochloride (0.572 g, 3 mmol) and triethylamine (0.836 mL, 6.00 mmol) in dichloromethane (15 mL), cooled in an ice- water bath, was added 3-bromo-5-(trifluoromethyl)benzenesulfonyl chloride (0.971 g, 3.00 mmol). The reaction was allowed to warm to room temperature and stirred for 18 hours. The reaction was diluted with dichloromethane (35 mL), washed with water (30 mL), passed through a hydrophobic frit and reduced in vacuo. The residue was purified by silica chromatography (Biotage SP4) eluting with 60% EtOAc in iso- hexanes (3 column volumes), a gradient from 60 – 100% EtOAc (over 9 column volumes) then EtOAc (3 column volumes) to yield 7-{[3-bromo-5- (trifluoromethyl)phenyl]sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (798 mg, 1 .808 mmol, 60% yield) as a white solid. 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 1 .61 – 1 .88 (m, 4 H) 2.01 – 2.1 1 (m, 1 H) 2.35 (td, J=1 1 .37, 3.45 Hz, 1 H) 2.43 (td, J=8.69, 4.1 1 Hz, 1 H) 2.48 (dd, J=1 1 .48, 0.96 Hz, 1 H) 3.34 – 3.50 (m, 2 H) 3.57 (dt, J=1 1 .51 , 1 .78 Hz, 1 H) 3.89 (dd, J=1 1 .65, 1.56 Hz, 1 H) 5.77 (br. s., 1 H) 7.89 – 7.92 (m, 1 H) 7.99 (d, J=0.55 Hz, 1 H) 8.04 (t, J=1.45 Hz, 1 H). MS ES+ve m/z 441 (M+H).

1187173-43-8, 1187173-43-8 2,7-Diazaspiro[4.5]decan-1-one hydrochloride 45074126, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

923565-91-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.923565-91-7,N-(3-Fluorophenyl)piperidin-4-amine hydrochloride,as a common compound, the synthetic route is as follows.

Description 19: 1,1-Dimethylethyl (2S)-4-{[4-(2-{4-[(3-fluorophenyl)amino]-1-piperidinyl}-2-oxo- ethyl)phenyl]methyl}-2-methyl-1-piperazinecarboxylate (D19). A mixture of D18 (27.8g, 79.8mmol), /V-p^dimethylaminot°ropylJ-Lambda/1- ethylcarbodiimide hydrochloride (22.9g, 119.7mmol), 1-hydroxybenzotriazole hydrate (16.2g, 119.7mmol), triethylamine (45ml, 319.1mmol) and D56b hydrochloride salt (18.4g, 79.8mmol) in dry DMF (400ml) was stirred at room temperature overnight. The solvent was removed in vacuo and the residue re-dissolved in DCM (300ml), washed with 2M NaOH (2x200ml), water (200ml) and brine (200ml). All aqueous washings were combined and back extracted with DCM (2x100ml). The combined organics were dried and concentrated to give a solid which was purified by chromatography (silica pre-washed with 50% EtOAc/hexane). Elution with 70% EtOAc/hexane gave the title compound as a white solid (34.95g). deltaH (CDCI3, 400MHz) 7.28 (2H, d), 7.19 (2H, d), 7.07 (1 H, t), 6.23-6.40 (3H, m), 4.52 (1H, m), 4.17 (1 H, m), 3.78-3.88 (2H, m), 3.74 (2H, s), 3.60 (1 H, d), 3.40 (1 H, d), 3.43 (1 H, m), 3.38 (1 H, d), 3.06-3.17 (2H1 m), 2.89 (1H, m), 2.74 (1 H, m), 2.57 (1H, m), 1.94- EPO 2.13 (4H, m), 1.45 (9H1 s), 1.32 (1 H, m), 1.21 (3H, d), 1.09 (1H, m). MS (ES) MH+ 525.

The synthetic route of 923565-91-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2007/12479; (2007); 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.887354-02-1,(3-Chlorophenyl)(piperidin-4-yl)methanone,as a common compound, the synthetic route is as follows.

887354-02-1, iii) (S)-5-[4-(3-Chloro-benzoyl)-piperidin-1-yl]-4-({5-[2-((S)-2-cyclobutylcarbamoyl- pyrrolidin-1 -yl)-2-oxo-ethoxy]-1 -phenyl-1 H-pyrazole-3-carbonyl}-amino)-5-oxo- pentanoic acid; To a solution of 150 mg (S)-2-({5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo- ethoxy]-1 -phenyl-1 H-pyrazole-3-carbonyl}-amino)-pentanedioic acid 5-tert-butyl ester in 7 ml DMF were added 62 mul DIPEA, 95 mg HATU and 56 mg 4-(3-chlorobenzoyl)-piperidine. After stirring for 12 h saturated NaHCC>3 solution was added and the mixture loaded on a chem elut cartridge, the crude product being eluted with dichloromethane. The solution was concentrated to a volume of 1 ml and stirred in the presence of 100 mul TFA. After stirring for 4 h the solvents were removed under reduced pressure and the residue purified by preparative HPLC (C18 reverse phase column, elution with a water/MeCN gradient with 0.1 % TFA). The fractions containing the product were lyophilized to yield the pure product. Yield: 135 mg MS(ES+): m/e = 747.

887354-02-1 (3-Chlorophenyl)(piperidin-4-yl)methanone 3645096, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; SANOFIS-AVENTIS; WO2009/80226; (2009); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

923565-91-7, N-(3-Fluorophenyl)piperidin-4-amine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

923565-91-7, Description 29: Phenylmethyl (2R)-4-{[4-(2-{4-[(3-fluorophenyl)amino]-1-piperidinyl}-2-oxoethyl) phenyl]methyl}-2-methyl-1 -piperazinecarboxylate (D29). A mixture of D28 (100mg, 0.261 mmol), Lambda/-[3-(dimethylamino)propyl]-Lambda/’- ethylcarbodiimide hydrochloride (75mg, 0.392mmol), 1-hydroxybenzotriazole (53mg, 0.392mmol), triethylamine (11OuI, 0.784mmol) and D5b hydrochloride salt (60mg, 0.261 mmol) in DMF (2ml) was stirred at room temperature for 3 days. The solvent was removed in vacuo and the residue was purified by chromatography. Elution with 0-10% MeOH/DCM gave the title compound as a colourless oil (136mg). deltaH (CDCI3, 400MHz) 7.31-7.38 (5H, m), 7.28 (2H, d), 7.19 (2H, d), 7.07 (1H, t), 6.23-6.39 (3H, m), 5.13 (2H, AB), 4.52 (1 H, m), 4.27 (1H, br s), 3.88 (2H, m), 3.74 (2H, s), 3.62 (1H, br s), 3.44 (3H, m), 3.16 (2H, m), 2.88 (1H, m), 2.76 (1H, d), 2.59 (1H1 d), 1.94-2.15 (4H, m), 1.32 (1 H, m), 1.26 (3H, m), 1.08 (1H, m). MS (ES): MH+ 559.

923565-91-7 N-(3-Fluorophenyl)piperidin-4-amine hydrochloride 53487143, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXO GROUP LIMITED; WO2007/12479; (2007); 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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Sodium borohydride (0.90 g, 23.9 mmol) was suspended in 20 mL of 1,2-dichloroethaneunder a nitrogen atmosphere and cooled in an ice water bath. Acetic acid (4.30 g,71.6 mmol) was added dropwise with an addition funnel. It was rinsed with 10 mL of 1,2-dichloroethane. The mixture was removed from the ice water bath and stirred atroom temperature for 16 h. A solution of 1-benzyl-4-piperidone (3.00 g, 15.9 mmol),aniline (2.62 g, 17.4 mmol), acetic acid (0.96 g, 15.9 mmol), and 12 mL of 1,2-dichloroethane was added dropwise with an addition funnel. It was rinsed with 10 mLof 1, 2 dichloroethane. The mixture was stirred for 24 h at room temperature. Thereaction mixture was poured over 100 mL of a 2 M aqueous sodium hydroxide solutionand extracted with chloroform (3 ? 100 mL). The combined organic extractswere dried with sodium sulfate, filtered, and the volatiles were evaporated providing4.40 grams of the reductive amination product. The residue was taken up in 120 mL1,2-dichloroethane and propionyl chloride (7.36 g, 79.5 mmol) was added with asyringe. The mixture was heated to reflux under a nitrogen atmosphere for 20 h. Thereaction mixture was allowed to cool to room temperature and the volatiles wereevaporated. The residue was taken up with 100 mL of saturated aqueous sodiumbicarbonate and 100 mL of chloroform. The organic layer was separated. The aqueouslayer was washed with chloroform (2 ? 100 mL). The combined organic extractswere dried with sodium sulfate, filtered, and the volatiles were evaporated providing5.70 g of a tan oil. The residue was dissolved in 15 mL of isopropanol and the solutionwas gently warmed. Oxalic acid (2.21 g, 17.5 mmol) in 5 mL of water was addedwith an addition funnel. It was rinsed with 2 mL of water followed by 3 mL of isopropanol.The mixture was allowed to cool to room temperature and was placed in are frigerator for 24 h.

3612-20-2, As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Article; Walz, Andrew J.; Hsu, Fu-Lian; Organic Preparations and Procedures International; vol. 49; 5; (2017); p. 467 – 470;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Treat N-benzyl-piperidone (8.00 g, 0.0423 mol) in CH2Cl2 with (CH3)3SiCN (4.82 g, 0.0486 mol) and ZnI2 (0.68 g, 0.0021 mol). Stir at 23 C for 16 h and concentrate. Add CH3OH saturated with NH3 (30 mL) and heat at 40 C. Concentrate the resulting mixture, add CH2Cl2 (200 mL), dry (MgSO4), filter and concentrate to give 11.06 g of the desired product as a yellow oil. MS (Cl/CH4): m/e 189 (M-26).

3612-20-2, 3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; SCHERING CORPORATION; EP1032561; (2004); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24686-78-0,1-Benzoylpiperidin-4-one,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 10B In the same manner as in Reference Example 2B, omega-cyano-4-isopropoxy-3-methoxyacetophenone, 1-benzoyl-4-piperidone and sulfur were reacted to yield 2-amino-6-benzoyl-3-(4-isopropoxy-3-methoxybenzoyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine, which was then recrystallized from ethyl acetate-hexane to yield yellow prismatic crystals having a melting point of 158 to 160 C., 24686-78-0

The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Chemical Industries, Ltd.; US6046189; (2000); 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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

1-t-Butyl-4-piperidone (47AKU-47) 1-Benzyl-4-piperidone (1.89 g, 10 mmol) was dissolved in 15 ml acetone. Methyliodide (0.90 ml, 15 mmol) was slowly added over 5 min. After 2 hrs magnetic stirring additional Methyliodide (1.8 ml, 30 mmol) was added. After 1 hr magnetic stirring 20 ml diethyl-ether was added. Crude product was collected by filtration and washed with acetone/diethylether. White crystals were dried under vacuum giving 806 mg quartenary salt. TLC (10% methanol in dichloromethane): Rf=0.7. Partly dissolved salt in 5 ml water was added to 50 C. hot mixture of t-Butylamine (120 mg, 1.6 mmol) and Potassiumcarbonate (32 mg, 0.22 mmol) in 3 ml ethanol. The resulting mixture was stirred and heated to reflux (?80 C.) for 1 hr. After cooling water (20 ml) and dichloromethane (20 ml) were added. Phases were separated and aq. phase was re-extracted with dichloromethane and ethylacetate. Combined organic phases were dried over MgSO4 and concentrated on Rotavapor (40 C.) giving 496 mg 47AKU-47. TLC (10% methanol in dichloromethane): Rf=0.3. 1H-NMR (400 MHz, CDCl3): delta=2.82 (4H, t); 2.41 (4H, t); 1.12 (9H, s). 13C-NMR (CDCl3): delta=210.2, 54.3, 46.4, 42.4, 26.6., 3612-20-2

As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; ACADIA Pharmaceuticals Inc.; ANDERSSON, Carl-Magnus A.; CROSTON, Glenn; HANSEN, Eva Louise; ULDAM, Allan Kjaersgaard; US2015/259291; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem