Day: September 18, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.561314-57-6,2,8-Diazaspiro[4.5]decan-3-one,as a common compound, the synthetic route is as follows.,561314-57-6

To a solution of ethyl 5-oxo-2-azabicyclo[2.2.2]octane-2-carboxylate (6.70 g, 34 mmol)and 2,8-diazaspiro[4.5]decan-3-onel (5.24 g, 34 mmol) in DMF (30 mL) was addedHOAc (2.9 mL, 51 mmol) under nitgogen, the reaction mixture was stirred at rt for 20mi Na(OAc)3BH (21.60 g,102 mmol) was added and the reaction was stirred at45 0Cfor 3 d. Then the reaction mixture was warmed to 60 0C and stirred for another 24 h.The solvent was removed in vacuo and the residue was dissolved in water (20 mL)and basified with sat.NaHCO3. The aqueous layer was concentrated to dryness andthe resulting white solid was diluted with DCM (100 mL). The suspension was stirred atrt for 30 mm, filtered and the filter cake was washed with DCM (4 x 25 mL). Theorganic layers were combined and the solvent was removed in vacuo. The residuewas purified by preparative reversed phase HPLC (Instrument: Gilson, Column:Xbridge 21 .2*250 mm C18, 10 um; Mobile Phase: A: water (10 mMol/L NH4HCO3) B:CAN); Flow rate(ml/min): 25.00) to give the two racemic isomers of ethyl 5-(3-oxo-2,8-diazaspi ro[4. 5]dec-8-yl)-2-azabicyclo[2 .2.2]octane-2-carboxylate. Which were furtherpurified by chiral SFC (Column: OJ-H, 4.6*250mm; Co-solvent: MeOH(0.1% NH4OH);column temperature: 40;C02 flow rate: 2.55) to give ethyl 5-(3-oxo-2,8-diazaspi ro[4. 5]dec-8-yl)-2-azabicyclo[2 .2.2]octane-2-carboxylate, Example 3-1 Isomer1 (0.78 g, 6.9%) as a colourless solid, ethyl 5-(3-oxo-2,8-diazaspiro[4.5]dec-8-yl)-2-azabicyclo[2.2.2]octane-2-carboxylate, Example 3-1 Isomer 2 (1.20 g, 10.5%) as acolourless solid, ethyl 5-(3-oxo-2, 8-diazaspi ro[4. 5]dec-8-yl)-2-azabicyclo[2 .2 .2]octane-2-carboxylate, Example 3-1 Isomer 3 (0.45 g, 3.9%) as a colourless solid and ethyl 5-(3-oxo-2, 8-diazaspiro[4. 5]dec-8-yl)-2-azabicyclo[2 .2.2]octane-2-carboxylate, Exam pie3-1 isomer 4 (1.30 g, 11.4%) as a colourless solid.

The synthetic route of 561314-57-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HEPTARES THERAPEUTICS LIMITED; CONGREVE, Miles Stuart; BROWN, Giles Albert; TEHAN, Benjamin Gerald; PICKWORTH, Mark; CANSFIELD, Julie Elaine; (105 pag.)WO2015/140559; (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.154775-43-6,3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)propanoic acid,as a common compound, the synthetic route is as follows.,154775-43-6

(a) Di-t-butyl [[4-[[N-[3-(1-t-butyloxycarbonylpiperidin-4-yl)propionyl]-N-methylamino]acetyl]-o-phenylene]dioxy]diacetate 3-(1-t-butyloxycarbonylpiperidin-4-yl)propionic acid (257 mg), di-t-butyl [[4-[(N-methylamino)acetyl]-o-phenylene]dioxy]diacetate hydrochloride (446 mg), N-methylmorpholine (101 mg), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP reagent, 442 mg), and a catalytic amount of 4-dimethylaminopyridine were dissolved in 5 ml of dimethylformamide, and the mixture was stirred at room temperature for 3 hours. After ethyl acetate (100 ml) was added to the reaction mixture, the resulting mixture was washed with water. The solvents were removed under reduced pressure. The residual mixture was purified by column chromatography on silica gel to give 285 mg of the title compound from the fraction eluted with n-hexan:ethyl acetate=3:1. 1 H-NMR (CDCl3) delta: 1.04-1.15 (m, 2H), 1.38-1.54 (m, 28H), 1.54-1.75 (m, 4H), 2.35-2.48 (m, 2H), 2.58-2.75 (m, 2H), 3.08 (s, 3H), 3.98-4.29 (m, 2H), 4.62 (s, 2H), 4.66 (s, 2H), 4.77 (s, 2H), 6.82 (d, J=8 Hz, 1H), 7.47 (s, 1H), 7.60 (d, J=8 Hz, 1H). SIMS (m/z): 649 (M+ +1).

The synthetic route of 154775-43-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Meiji Seika Kabushiki Kaisha; US5594004; (1997); 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.6574-15-8,1-(4-Nitrophenyl)piperidine,as a common compound, the synthetic route is as follows.,6574-15-8

A suspension of 1.01 g (5 mmol) 1-bromo-4-nitrobenzene, 1.5 g K2CO3, 0.59 mL (6 mmol) piperidine in 10 mL of DMF was heated to reflux overnight. Upon cooling, the reaction mixture was dilute with water, extracted with EA, and the organic layer was washed with water, followed by saturated NaCl aqueous solution, dried over anhydrous Na2SO4 and purified by flash chromatography (PE : EA = 50:1, 30:1) to afford 902 mg (87%) yellow solid. The solid was dissolved in methanol, 90 mg Pd-C (10%) was added and stirred under hydrogen overnight at room temperature and then filtered through Celite and concentratedin vacuo. The crude product was purified by flash chromatography (PEEA = 5:1) to afford 4l? 0.706 g 99%.

As the paragraph descriping shows that 6574-15-8 is playing an increasingly important role.

Reference£º
Article; Mou, Jianfeng; Park, Ann; Cai, Yu; Yuan, Junying; Yuan, Chengye; Bioorganic and Medicinal Chemistry Letters; vol. 25; 15; (2015); p. 3057 – 3061;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182223-54-7,4-Cbz-Aminopiperidine,as a common compound, the synthetic route is as follows.

Triethylamine (1.5 mL) was added to a dichloromethane (30 mL) solution of 1-benzylpiperidin-4-ylcarbamate (580 mg) at 0 C. followed by the dropwise addition of chlorosulfonic acid (290 muL; TCI), the resulting mixture was stirred at room temperature for 4 hours, and the solvent was evaporated under reduced pressure. Benzene (32 mL) and phosphorus pentachloride (0.7 g; WAKO) were added to this residue and the resulting mixture was stirred at 80 C. for 1.5 hours. The reaction mixture solution was cooled to room temperature followed by the addition of 1 N aqueous sodium hydroxide solution (10 mL), the resulting mixture was extracted with dichloromethane, the organic layer was dried, then the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Yamazen; hexane/ethyl acetate). 30 mg of this purified compound was dissolved in dichloromethane (0.4 mL) followed by the addition of 3,5-lutidine (0.4 mL; WAKO) and methylamine (2 M, 70 muL; Ald) and the resulting mixture was stirred at room temperature for 24 hours. 1 N hydrochloric acid (2 mL; WAKO) was added to the reaction mixture solution, the resulting mixture was stirred for approx. 10 minutes, then the reaction mixture was extracted with dichloromethane, the organic layer was dried, and then the solvent was evaporated under reduced pressure. The title compound was obtained from this residue according to the method described in Step c of Reference Example N-14.(LCMS: 194.1 (MH+); retention time: 0.27 min; LCMS; condition A), 182223-54-7

182223-54-7 4-Cbz-Aminopiperidine 1514304, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ASAHI KASEI PHARMA CORPORATION; US2010/261701; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

To a solution of 3-aminophthalic acid (0.100 g, 0.552 mmol) in DMF (1.1 mL) was added 3-aminopiperidine-2-one (0.063 g, 0.552 mmol) and the reaction was stirred at 90 C over 18 h. Volatiles were removed in vacuo and the dark-brown crude residue was purified by preparative reverse phase HPLC to give the desired product 28 (0.050 g, 35%) as an off-white powder. 1H NMR (400 MHz, DMSO) delta 7.83 (s, 1H), 7.43 (dd, J = 8.3, 7.1 Hz, 1H), 7.07 – 6.87 (m, 2H), 6.47 (br s, 2H), 4.49 (dd, J = 11.9, 6.3 Hz, 1H), 3.27 – 3.10 (m, 2H), 2.19 (dt, J = 12.0, 7.7 Hz, 1H), 2.05 – 1.72 (m, 3H). MS (ESI) m/z calcd for C13H14N3O3 [M+H]+ 260.3, found: 260.9., 1892-22-4

1892-22-4 3-Aminopiperidin-2-one 5200225, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Taiho Pharmaceutical Co., Ltd.; PARK, Eun, Sun; PELISH, Henry, E.; CLARKE, Astrid, S.; WILLIAMS, Grace, L.; CASTALDI, Maria, Paola; AREFOLOV, Alexander; RING, Jennifer, E.; SHAIR, Matthew, D.; KING, Randall, W.; (58 pag.)EP2582836; (2018); 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.142374-19-4,tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of compound F1 (15 g, 66 mmol) in THF (50 mL) was added phenyltrimethylammonium tribromide (37.2 g, 99 mmol) at 0. The mixture was stirred at 0 under N 2 for 1 hours. The mixture was quenched with water (50 mL) and extracted with EtOAc (200 mL ¡Á 2) . The organic phase was washed with brine (100 mL) , dried over anhydrous Na 2SO 4, concentrated to give the residue (7.5 g) . The residue was dissolved in ethanol (200 mL) was added compound F2 (7.5 g, 99 mmol) . The mixture was stirred at 80 for 3 h. The mixture was cooled to room temperature and concentrated under reduced pressure to afford the crude product, which was purified by silica gel chromatography (elution gradient: EA/PE, 1/1, v/v) . Pure fractions were evaporated to dryness to afford compound F3 (10 g) as a pale-yellow solid, yield: 53.5%. 1H NMR (400 MHz, CDCl 3) : delta ppm 1.48 (s, 9H) , 1.53-1.60 (m, 2H) , 1.90-1.96 (m, 2H) , 2.77-2.85 (m, 3H) , 4.17 (s, 2H) , 6.78 (s, 1H) . LCMS: Rt = 1.20 min, MS Calcd.: 283.1, MS Found: 283.9 [M+H] +.

142374-19-4, The synthetic route of 142374-19-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZHUHAI YUFAN BIOTECHNOLOGIES CO., LTD; LIAO, Xuebin; (208 pag.)WO2019/206049; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

42538-31-8,42538-31-8, (S)-3-Aminopiperidin-2-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ExamEleJj_(5)-3-(l’-Methylcyclohexanecarbonyl)amino-tetrahydropyridin-2-one; (S)-3-Amino-tetrah.ydropyridin-2-one hydrochloride (2 mmol) and Na2CO3 (6 mmol) in water (25 ml) were added to a solution of 1-methylcyclohexanecarbonyl chloride (2 mmol) in dichloromethane (25 ml) at ambient temperature and the reaction was stirred for 18 hours. The organic layer was then separated and the aqueous phase was extracted with additional dichloromethane. The combined organic layers were dried over Na2SO4 and reduced in vacuo. The residue was purified by silica column chromatography (EtOAc: hexanes 1:3 to MeOH : EtOAc 1:19) to give as an amorphous solid (199 mg, 42%); v^/cm”1 3335, 3269 (NH)5 1650, 1621 (CO), 1529 (NH); deltaH (500 MHz, CDCl3) 6.65 (IH5 br d, J5, NH), 6.59 (IH5 br S5 NH), 4.18 (IH5 dt, J 11.5, 5.5, CHNH), 3.30 (2H, td, J6.5, 2.5, CH2NH), 2.52 (IH, ddt, J 13, 5.5, 4.5, lactam CH2), 1.92-1.83 (4H5 m, 2 x lactam CH and 2 x cyclohexane CH2), 1.55-1.23 (9H, m, lactam CH and 8 x cyclohexane CH2) and 1.11 (3H, s, CH3); deltac (125 MHz, CDCl3) 178.0, 172.3 (CO)5 50.4 (NHCHCO), 42.6 (CH3C quat), 41.5, 35.6, 35.5, 27.0 (CH2), 26.3 (CH3), 25.7, 22.8 (chi2), 20.9 (CH2); m/z (MNa+ C13H22N2O2Na requires 261.1579) 261.1570.

42538-31-8 (S)-3-Aminopiperidin-2-one hydrochloride 45789910, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; CAMBRIDGE UNIVERSITY TECHNICAL SERVICES LIMITED; WO2006/134385; (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.3197-44-2,(R)-Piperidin-2-ylmethanol,as a common compound, the synthetic route is as follows.

7-Chloro-1-(3,5-difluoropyridin-2-yl)-6-fluoro-N-(1,1,1,3,3,3-hexafluoropropan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide (50.0 mg, 99.1 mumol) was initially charged in 1 ml of DMF, (2R)piperidin-2-ylmethanol (12.6 mg, 109 mumol) and N,N-diisopropylethylamine (8.6 mul, 50 mumol) were added and the mixture was stirred at 55 C. for 8 h. More (2R)-piperidin-2-ylmethanol (5.7 mg, 50 mumol) and N,N-diisopropylethylamine (8.6 mul, 50 mumol) were added and the mixture was stirred at 55 C. The reaction solution was cooled and purified by preparative HPLC (RP18 column, mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid). The product fractions were combined and concentrated by evaporation. This gave 37 mg of the target compound (63% of theory, purity 99%). LC-MS (Method 3): Rt=2.26 min; MS (ESIpos): m/z=584 [M+H]+ 1H NMR (400 MHz, DMSO-d6) delta [ppm]: -0.149 (0.99), -0.008 (7.81), 0.008 (7.07), 0.146 (0.93), 1.339 (1.30), 1.525 (9.67), 1.545 (8.81), 1.616 (2.67), 1.647 (2.17), 1.745 (3.97), 2.328 (1.86), 2.367 (0.68), 2.670 (1.98), 2.711 (0.68), 2.921 (2.17), 2.954 (1.61), 3.002 (1.74), 3.031 (0.99), 3.473 (1.74), 3.489 (3.22), 3.500 (6.02), 3.515 (7.75), 3.529 (6.20), 3.581 (2.54), 3.859 (4.59), 3.892 (4.28), 4.286 (3.16), 4.660 (3.10), 4.697 (4.90), 6.300 (1.05), 6.317 (2.67), 6.335 (3.78), 6.360 (3.91), 6.378 (2.60), 6.397 (0.99), 8.037 (9.92), 8.071 (10.23), 8.339 (4.53), 8.357 (4.09), 8.629 (16.00), 8.635 (15.32), 8.956 (9.80), 11.224 (12.84), 11.250 (12.34)., 3197-44-2

The synthetic route of 3197-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengesellschaft; TELLER, Henrik; VAKALOPOULOS, Alexandros; BOULTADAKIS ARAPINIS, Melissa; STRAUB, Alexander; TINEL, Hanna; BRECHMANN, Markus; WITTWER, Matthias Beat; KULLMANN, Maximilian Andreas; FREUDENBERGER, Till; MONDRITZKI, Thomas; MARQUARDT, Tobias; (165 pag.)US2019/263805; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

752234-64-3, tert-Butyl 5-methoxy-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

752234-64-3, To a solution of the crude product in ethyl acetate (20 ML), a 1 M ethyl acetate solution of HCI (20 ML). After stirring for 2h at room temperature, solvent is evaporated down to. Ethyl ether is added to the residue to give the powder, which is filtrated ; Rf=0.05 (ethyl acetate . ONIY) ; H-NMR (400MHZ, DMSO-DE) J : 1.87-1. 90 (m, 2H), 2.04-2. 11 (m, 2H), 3.24-3. 27 (m, 2H), 3.45-3. 49 (m, 2H), 6.88-6. 89 (m, 1H), 7.00-7. 04 (m, 1H), 7.21-7. 29 (m, 2H), 9.04 (brs, 1H), 10.57 (brs, 1 H).

The synthetic route of 752234-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/69256; (2004); 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.184637-48-7,tert-Butyl 3-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

184637-48-7, To a solution of Intermediate 2 (1 g) in dry DMF (10 ml) under nitrogen was added (+/-)-3-amino-l-N-Boc-rhoiperidine (CAS 184637-48-7) (500 mg) and Na2CO3 (1.32 g). The mixture was heated at 110¡ãC for 24 hours, a further 250 mg of (+/-)-3-amino-l- N-Boc-piperidine was added and heating continued for another 24 hours. The mixture was cooled to r.t, concentrated in vacuo and the residue dissolved in MeOH (20 ml). To this was added KOEta (330 mg) and the mixture stirred at r.t. overnight. The solvent was removed in vacuo and the residue was extracted with EtOAc (200 ml). The organic layer was washed with water (50 ml), washed with brine (50 ml), separated, dried over MgSO4, filtered and the solvent removed in vacuo. Purification by column chromatography on silica eluting with 10-50percent EtO Ac/heptane afforded a solid, which was dissolved in DCM (75ml) and treated with 2N HCl in ether (5 ml) for 24 hours. The solvent was removed in vacuo and the resulting solid triturated in Et2O to afford the title compound as a yellow solid (585 mg, 58percent). LCMS 328/330 [M+Eta]+, RT 1.92 min. 1H NMR 300 MHz (d6- DMSO) 12.00 (1H, s, br), 9.15-8.85 (2H, d, br), 8.80-8.40 (2H, m), 8.35 (1H, s), 7.50 (2H, d), 7.20 (2H, quin), 4.50-4.00 (1H, obscured by water), 3.40 (1H, d), 3.20 (1H, d), 3.00-2.80 (2H, m), 2.10 (1H, m), 1.90 (1H, m), 1.75 (1H, m), 1.60 (1H, m).

184637-48-7 tert-Butyl 3-aminopiperidine-1-carboxylate 545809, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; CELLTECH R & D LIMITED; WO2006/38001; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem