Day: March 22, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220394-97-8,1-Boc-4-(Cbz-amino)piperidine,as a common compound, the synthetic route is as follows.

A solution of 4-benzyloxycarbonylamino-piperidine-l-carboxylic acid tert-butyl ester (17.73 g, 53 mmol) in trifluoroacetic acid (30 ml) was stirred at room temperature for 30 min. The solvent was removed under reduced pressure and the residue was partitioned between IN aq, sodium hydroxide (30 ml) and a DCM-MeOH mixture (9-1, 100 ml). The aq. layer was extracted four more times with the same mixture. The combined extracts were dried over sodium sulfate, filtered and concentrated to dryness. The residue was chromatographed (DCM-MeOH 9-1 1% aq. ammonium hydroxide then DCM-MeOH 4-1) to afford the title piperidine (11.03 g, 47.07 mmol). .H NMR (CDC13) 8: 7.40-7.29 (m, 5H); 6.19 (br. s, 1H); 5.10 (s, 2H); 5.04 (s, 1H); 3.47 (m, 1H); 3.25 (br. d, J= 12.8 Hz, 2H); 2.81 (t, J= 12 Hz, 2H); 2.04 (m, 2H); 1.58 (m,2H).

220394-97-8, 220394-97-8 1-Boc-4-(Cbz-amino)piperidine 1514305, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ACTELION PERCUREX AG; WO2006/99884; (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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

2,2,6,6-Tetramethylpiperidine (18.7 mL, 1 10.5 mmol) is added overtetrahydrofuran (200 mL), and solution is cooled under nitrogen at -78C. 2.5 M solution of butyl lithium in hexane (37.2 mL, 93 mmol) is added and mixture is stirred for 30 min at -78C. Over the fresh lithium 2,2,6,6-tetramethylpiperidine solution is added a solution of tert-butyl spiro[4,5-dihydrothieno[2,3-c]pyran-7,4′-piperidine]-l’- carboxylate (20 g, 58.2 mmol) in tetrahydrofuran (90 mL) keeping temperature below -70C. After 20 min a solution of N-fluorobenzenesulfonimide (30.26 g, 93.07 mmol) in tetrahydrofuran (200 mL) previously cooled under nitrogen at -20C is added via cannula. After 1 hr. stirring, water (20 mL) and aqueous solution of ammonium chloride (50 mL) are added. Then, organic layer is separated and the aqueous is washed twice with methyl t-butyl ether (2 x 25 mL). Organics are combined and solvent is evaporated under reduced pressure. Crude material is purified by normal phase HPLC using hexane/ methyl t-butyl ether as solvents to give tert-butyl 2- fluorospiro[4,5-dihydrothieno[2,3-c]pyran-7,4′-piperidine]-r-carboxylate in 50% yield. MS (m/z): 328 (M+l).

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

Reference：
Patent; ELI LILLY AND COMPANY; BENITO COLLADO, Ana Belen; DIAZ BUEZO, Nuria; JIMENEZ-AGUADO, Alma Maria; LAFUENTE BLANCO, Celia; MARTINEZ-GRAU, Maria Angeles; PEDREGAL-TERCERO, Concepcion; TOLEDO ESCRIBANO, Miguel Angel; WO2011/60217; (2011); 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.177948-02-6,tert-Butyl N-[(4-hydroxypiperidin-4-yl)methyl]carbamate,as a common compound, the synthetic route is as follows.

(1) 6-Bromo-1-phenyl-1-hexanone (2.9 g) and potassium carbonate (3 g) were added to a solution of 4-hydroxy-4-tert-butoxycarbonylaminomethylpiperidine (2.5 g) in dimethylformamide (40 ml), and the mixture was stirred at 60C for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to give 3.74 g of 4-hydroxy-1-(6-oxo-6-phenylhexyl)-4-tert-butoxycarbonylaminomethylpiperidine. 1H-NMR (CDCl3,ppm)delta:1.36-1.82(20H,m), 2.36-2.88(4H,m), 2.60-2.67(2H,m), 2.97(2H,t,J=7.3Hz), 3.14(2H,d,J=6.6Hz), 5.01(1H,br), 7.42-7.59(3H,m), 7.93-7.97(2H,m)

177948-02-6, The synthetic route of 177948-02-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.; EP873990; (1998); 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

Triphenylphosphine (7.87 g, 30 mmol) and imidazole (2.05 g, 30 mmol, 1.5 equiv) in DCM at 0 0C under Ar was treated with I2 (7.61 g, 30 mmol, 1.5 equiv). After 5 min, benzyl 4-(hydroxymethyl)tetrahydro-l(2H)-pyridinecarboxylate (5.00 g, 20 mmol) in DCM was added. The reaction was stirred for 1 h and then quenched with 10% HCl. The reaction mixture was extracted with EtOAc and the organic layer was washed with NuaHCO3(sat). The organics were dried with NaCl(sat) and Na2SO4(s) and then removed under reduced pressure. The residue was then purified by column chromatography utilizing an ISCO system (EtOAc- hexane) to give 6.20 g (86%) of a white solid; m/z 360., 122860-33-7

As the paragraph descriping shows that 122860-33-7 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/24834; (2006); 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,85908-96-9

To a solution of tert-butyl 2-oxopiperidine-1-carboxylate (1.0 g, 5 mmol) in dry THF (20mL) was added dropwised potassium bis(trimethylsilyl)amide in THF (3 mL, 6 mmol) at -78 C. After 1 h, 1,1,1-trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methanesulfonamide (3.6 g, 10 nimol) in dry THF (20 mL) was slowly added at -78 C. The resulting mixture was stirred for 1 h, quenched by sat. ammonia chloride (20 mL) and EtOAc (40 mL), extracted with EtOAc (30 mL x 3), dried over anhydrous sodium sulfate and concentrated. The crude was purified by silica gelchromatography (eluting with 030% EtOAc in petroleum ether) to afford desired product as a pale yellow solid (1.1 g, 66%). LCMS mlz: 276.0 [M-55J.

85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; BERGERON, Phillipe; BURFORD, Kristen; CHOWDHURY, Sultan; DEHNHARDT, Christoph Martin; FOCKEN, Thilo; GRIMWOOD, Michael Edward; HASAN, Abid; LAI, Kwong Wah; LIU, Zhiguo; MCKERRALL, Steven; NGUYEN, Teresa Phuongtram; SAFINA, Brian; SUTHERLIN, Daniel; TAN, Wang Tao; (470 pag.)WO2017/58821; (2017); 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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

STEP A: 4-Amino-1-benzylpiperidine-4-carbonitrile To a solution of ammonium chloride (17.3 g, 323 mmol) in water (200 mL) was added successively aqueous 25% ammonia (25 mL, 332 mmol) and 1-benzylpiperidin-4-one (11.43 g, 60 mmol). The resulting mixture was stirred at room temperature for 20 min and sodium cyanide (14.7 g, 300 mmol) was added in portions over 15 min. After stirring for 1 day, the reaction mixture was partitioned between water (200 mL) and DCM (2*200 mL). The organic phase was dried over MgSO4, filtered and concentrated in vacuo to yield a residue. The residue was purified by flash chromatography (silica gel, 50% EtOAc/heptanes to 100% EtOAc) to yield 4-amino-1-benzylpiperidine-4-carbonitrile (6.15 g, 47%). 1H NMR (300 MHz, CDCl3) delta ppm 1.69-1.86 (m, 4H), 2.00 (dt, J=13.1, 2.1 Hz, 2H), 2.27-2.45 (m, 2H), 2.83 (dt, J=12.4, 3.6 Hz, 2H), 3.55 (s, 2H), 7.21-7.39 (m, 5H); MS m/z 216 (M+H)+.

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

Reference：
Patent; Janssen Pharmaceutica, NV; Connolly, Peter J.; US2015/99730; (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.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

710972-40-0, Cvclopropylmethyl-{l-[2-(lH-indazol-4-yl)-4-morpholin-4-yl-thienor3,2- d1pyrimidin-6-ylmethyl1-piperidin-4-yl}-(2-methoxy-ethyl)-amine (108).Prepared via [l-(2-Chloro-4-mophiholin-4-yl-thieno[3,2-d]pyrimidin-6- ylmethyl)-piperidin-4-yl]-cyclopropylmethyl-(2-methoxy-ethyl)-amine, prepared from cyclopropylmethyl-(2-methoxy-ethyl)-piperidin-4-yl-amine. Amine preparation: l-BOC-4-piperidone (500mg) and 2-methoxyethylamine(218muL) were stirred in MeOH at room temperature. After 16 h, sodium borohydride was added (190mg) carefully. After a further 3 h, the reaction mixture was diluted with DCM, washed with water, dried (MgSO4) and the solvent removed in vacuo to yield 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester (560mg).A mixture of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (525mg), cyclopropylmethyl bromide (218muL) and potassium carbonate (340mg) was heated to reflux in MeCN for 16 h. After cooling the reaction mixture was diluted with chloroform, washed with brine, dried (MgSO4) and the solvent removed in vacuo to yield 4-[cyclopropylmethyl-(2-methoxy-ethyl)-amino]- piperidine-1-carboxylic acid tert-butyl ester (475mg). Removal of the BOC group with HCl yielded the desired compound, which was isolated as the hydrochloride salt.1H NMR (400MHz, CDCl3): -0.01-0.01 (2H, m), 0.40-0.48 (2H, m), 1.45-1.60 (3H, m), 1.62-1.70 (2H, m), 1.97-2.04 (2H, m), 2.33 (2H, d), 2.52-2.61 (IH, m), 2.67 (2H, t), 2.92-3.00 (2H, m), 3.25 (3H, s), 3.34 (2H, t), 3.71 (2H, s), 3.82 (4H, t), 4.00 (4H, t), 7.22 (IH, s), 7.49 (IH, t), 7.48 (IH, d), 8.28 (IH, d), 8.90 (IH, s), 10.00 (IH, br); MS (ESf) 562 (MH+).

The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1169563-99-8, tert-Butyl 4-(5-amino-1H-pyrazol-3-yl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 18 – Preparation of Compound 15 The synthesis of Compound 15 followed the procedure of General Procedure 4 following: Compound 14 Compound 15 To a solution of tert-butyl 4-(5-amino-1H-pyrazol-3-yl)piperidine-1-carboxylate (Compound 14, 3.0 g, 11.3 mmol, 1.0 eq) in methanol (30 mL) was added acetic acid (0.67 mL, 11.3 mmol, 1.0 eq), followed by 5-chlorothiophene-2-carbaldehyde (1.81 g, 12.4 mmol, 1.1 eq) portionwise. The reaction was stirred for 2 hours at room temperature. To the reaction mixture was then added sodium cyanoborohydride (1.42 g, 22.6 mmol, 1.5 eq) portionwise over a period of 45 minutes. The reaction mixture was stirred for a further 3 hours. After reaction completion, the reaction mixture was concentrated under reduced pressure, and the residue was poured into stirred ice cold water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography using neutral silica gel, eluting with 5-10% methanol in dichloromethane, yielding tert-butyl 4-(5-(((5-chlorothiophen-2-yl)methyl)amino)- 1H-pyrazol-3-yl)piperidine-1-carboxylate (Compound 15, 3.0 g, yield: 68%) m/z[M+H]+ 396.14 1H NMR (DMSO-d6, 400 MHz) delta 11.34 (1H, s), 6.87-6.94 (1H, q), 6.834-6.843 (1H, q), 5.68 (1H, s), 4.275-4.288 (1H, s), 3.945-3.975 (2H, d),2.786- 2.796 (2H, d), 2.623-2.681(1H, d), 1.725-1.995 (2H, d), 1.402-1.559 (12H, m) ppm.

1169563-99-8, 1169563-99-8 tert-Butyl 4-(5-amino-1H-pyrazol-3-yl)piperidine-1-carboxylate 49761279, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; ESTIARTE-MARTINEZ, Maria de los Angeles; KITA, David Ben; SHIAU, Timothy Philip; (340 pag.)WO2016/138532; (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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.,10338-57-5

General procedure: The pyrone (30mmol) and morpholino (35mmol) are placed in a round bottom flask. Cyclohexane (45ml) was used as a solvent and p-toluenesulfonic acid as a catalyst, and the reaction conditions is refluxed in an oil bath at 90C condition 6h. Subsequently, at the rear end of the one-step reaction, cyclohexane was removed by rotary evaporation, and added difluorobenzaldehyde (30mmol) with ethanol as a solvent, then underwent an oil bath at 78C reflux condition monitored by thin-layer chromatography (TLC). Completion of the reaction is the end point of symmetry product just appeared. The reaction solution was cooled at room temperature, using 15% hydrochloric acid solution to adjust PH to acid field. Ethanol was removed by rotary evaporator and then extracted with ethyl acetate, purified by column chromatography. Unilateral product obtained reacted with different aldehydes dissolved in ethanol, 10% NaOH solution as catalyst to perform final products.

10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Wu, Jianzhang; Wu, Shoubiao; Shi, Lingyi; Zhang, Shanshan; Ren, Jiye; Yao, Song; Yun, Di; Huang, Lili; Wang, Jiabing; Li, Wulan; Wu, Xiaoping; Qiu, Peihong; Liang, Guang; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1321 – 1331;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1187173-43-8, 2,7-Diazaspiro[4.5]decan-1-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 47: 7-[bis(4-fluorophenyl)methyl]-2,7-diazaspiro[4,5]decan-1-one (P47)Chlorobis(4-fluorophenyl)methane (0.174 m L, 0.934 mmol) was added to a stirred mixture of 2,7- diazaspiro[4.5]decan-l-one hydrochloride salt (0.15 g, 0.78 mmol) and K2C03(0.27 g, 1.95 mmol) in Acetonitrile (3 m L). The mixture was stirred for 3 hrs at reflux. The solution was diluted with EtOAc and water. The organic phase was dried and evaporated. The residue was purified by FC on silica gel (eluent: cHex to EtOAc) to afford 7-[bis(4-fluorophenyl)methyl]-2,7-diazaspiro[4.5]decan-l-one (p47, 165 mg, y= 59%) as white foam .MS (ES) (m/z): 357.2 [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; SHIRE INTERNATIONAL GMBH; SEMERARO, Teresa; TARSI, Luca; MICHELI, Fabrizio; LUKER, Tim; CREMONESI, Susanna; (122 pag.)WO2016/42451; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem