Month: March 2022

1180112-41-7, tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of intermediate 343 (100 mg, 240.2 muiotaetaomicron, 1 eq) in CH3CN (5 mL) were added tert-butyl 1, 7-diazaspiro[3.5]nonane-7-carboxylate (109 mg, 480.5 muiotaetaomicron, 2 eq) and K2C03 (199 mg, 1.44 mmol, 6 eq). The mixture was stirred at 70 C for 15h. The mixture was extracted with EtOAc and the organic layer was concentrated to dryness. The crude was purified by TLC (EtOAc), to give intermediate 344 (40 mg, 54.4 muiotaetaomicron, 22.6% yield)., 1180112-41-7

The synthetic route of 1180112-41-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; BERTHELOT, Didier Jean-Claude; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston Stanislas Marcella; GILISSEN, Ronaldus Arnodus Hendrika Joseph; LAWSON, Edward Charles; PANDE, Vineet; PARADE, Marcus Cornelis Bernardus Catharina; SCHEPENS, Wim Bert Griet; SHOOK, Brian Christopher; THURING, Johannes Wilhelmus John F.; VIELLEVOYE, Marcel; SUN, Weimei; WU, Tongfei; MEERPOEL, Lieven; (244 pag.)WO2017/153186; (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.406233-26-9,4-(4,4-Dimethylpiperidin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

3.1 Acylsulfonamide (SZ7TA2)[ 0363] Sodium boron hydride (60 mg, 1.5 mmol) was added slowly to the solution of (SZ7) (450 mg, 1 mmol) in Methanol. The system was stirred for 30 min and removed all the solvent. Intermediate 24 was obtained by flash chromatography and used for next step directly. The solution of 24, 25 (1 mmol), EDCI (2 mmol) and DMAP (0.2 mmol) in DCM was stirred for 12 hours at room temperature, and the system was extracted by ethyl acetate (20 mL x3). The combined organic phase was dried by anhydrous sodium sulfate and concentrated. And product (SZ7TA2) (102 mg, 16percent) was obtained by flash chromatography (hexane: EtOAc = 1 :1; Rf = 0.2 in hexane: EtOAc = 1 : 1). 1H-NMR (400 MHz, CDC13) delta: 8.74 (s, 1H), 8.43 (s, 1H), 8.24 (d, J = 8.8 Hz, 1H), 7.95-7.89 (m, 3H), 7.67 (d, J = 8.4 Hz, 2H), 7.14 (d, J = 6.4 Hz, 2H), 7.07 (d, J = 6.8 Hz, 2H), 6.72 (d, J = 8.8 Hz, 2H), 5.46 (d, J = 65.2 Hz, 1H), 3.26-3.25 (m, 4H), 3.13 (d, J = 6.0 Hz, 2H), 2.96 (d, J = 6.4 Hz, 2H), 1.40-1.39 (m, 4H), 0.93(s, 6H) ppm. 13C-NMR (100 MHz, CDC13) delta: 164.1, 154.4, 138.4, 137.9, 136.5, 133.6, 131.2, 130.9, 130.2, 130.0, 129.5, 129.4, 129.0, 126.9, 126.2, 125.4, 117.9, 113.0, 43.7, 41.7, 37.8, 33.9, 28.6, 27.7 ppm. HRMS (ESI+) for [M+H]+; calculated: 638.18116, found: 638.18097 (error m/z = -0.29 ppm).

406233-26-9, The synthetic route of 406233-26-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UNIVERSITY OF SOUTH FLORIDA; MANETSCH, Roman; KULKARNI, Sameer Shamrao; IYAMU, Iredia David; WANG, Hong-Gang; DOI, Kenichiro; GUIDA, Wayne C.; SANTIAGO, Daniel N.; DUBOULAY, Courtney J.; WO2012/21486; (2012); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 0.24 g of an oil dispersion of sodium hydride are washed free of oil with hexane and then suspended in 3 ml of anhydrous dimethylformamide. The solution of 0.84 g of 3,3-tetramethyleneglutarimide in 5 ml of dry dimethylformamide is added dropwise to said suspension at room temperature and the mixture is stirred for additional 30 minutes before the solution of 0.92 of 1-(2-chloroethyl)-4-diphenylmethoxypiperidine hydrochloride in 5 ml of dry dimethylformamide is added dropwise. After stirring the mixture at room temperature for 18 hours, it is poured onto 30 ml of ice water and repeatedly extracted with diethyl ether. The extract is washed successively with 1 N aqueous sodium hydroxide and brine, dried and evaporated. The residue is taken up in ethyl acetate and the solution acidified with ethereal hydrogen chloride, to yield the N-[2-(4-diphenylmethoxypiperidino)-ethyl]-beta,beta-tetramethyleneglutarimide hydrochloride, melting at 169-171; it is identical with the compound obtained according to Example 1., 1075-89-4

As the paragraph descriping shows that 1075-89-4 is playing an increasingly important role.

Reference：
Patent; Ciba-Geigy Corporation; US4261990; (1981); 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.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 2-oxopiperidine-1-carboxylate (45-1) (500 mg, 2.50 mmol) in THF (50 mL) was added Lithium bis(trimethylsilyl)amide (5.25 mL, 5.25 mmol) at – 78C over 30 min. After Benzyl chloroformate (712 muL, 2.50 mmol) was dissolved in THF and added to the reaction mixture at -78C stirring was continued for 2 hours. After the reaction mixture was quenched with aqueous saturated NH4Cl solution at -78C and extracted with EtOAc (2 x 100 mL), washed with brine (50 mL), dried (Na2SO4) and evaporated. The crude was purified by column chromatography (silica, gradient, 0%-20%EtOAc in Hexane as eluent) to provide 3- benzyl 1-tert-butyl 2-oxopiperidine-1,3-dicarboxylate (45-2) (605 mg) as a liquid. Yield- 90%; LC MS: ES+ 334.3.

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

Reference：
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; LAZARSKI, Kiel; VEITS, Gesine, Kerstin; VORA, Harit, U.; (794 pag.)WO2017/197046; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885279-92-5, Resin from the previous step (0.1 mmol) was added to a scintillation vial along with 120 mg (0.5 mmol) of tert-Butyl 1,8-diazaspiro[4.5]decane-1-carboxylate, 85 mg (0.4 mmol) of K3PO4, 26 mg (0.05 mmol) Pd(P(t-Bu)3)2, and 2 ml of DMA. The vial was flushed with Argon and heated to 90 C. The reaction was allowed to proceed overnight at 90 C. The resin was washed with each of the following solvents three times each and dried in vacuo: DMF, H2O, MeOH, and DCM.

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Berk, Scott C.; Close, Joshua; Hamblett, Christopher; Heidebrecht, Richard W.; Kattar, Solomon D.; Kliman, Laura T.; Mampreian, Dawn M.; Methot, Joey L.; Miller, Thomas; Sloman, David L.; Stanton, Matthew G.; Tempest, Paul; Zabierek, Anna A.; US2007/117824; (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.223632-64-2,1-(3-Chloro-4-fluorobenzoyl)piperidin-4-one,as a common compound, the synthetic route is as follows.

To a solution of 1-[(3-chloro-4-fluorophenyl) carbonyl] piperidin-4-one [Example 1, Step 2] (2 g, 7.8 mmol, 1.00 equiv) in dichloromethane (20 mL) was added sodium hydroxide (30.5% in H2O) (5.4 mL, 7.00 equiv), TBAC (108 mg, 0.38 mmol, 0.05 equiv) and 2-chloroacetonitrile (1.18 g, 15.6 mmol, 2.00 equiv) at 0 C. The reaction solution was stirred for 1 h at room temperature. The resulting solution was diluted with water (100 mL). The resulting solution was extracted with dichloromethane (3×100 mL). The organic layers were washed with brine (3×50 mL). The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum to afford 1.1 g (48%) of 6-[(3-chloro-4-fluorophenyl)carbonyl]-1-oxa-6-azaspiro[2.5]octane-2-carbonitril as a brown solid. LC-MS: m/z=295[M+H]+., 223632-64-2

223632-64-2 1-(3-Chloro-4-fluorobenzoyl)piperidin-4-one 10611056, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Auspex Pharmaceuticals, Inc.; ZHANG, Chengzhi; (94 pag.)US2018/79742; (2018); 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.71985-80-3,1-Methylpiperidine-4-carboxylic acid hydrochloride,as a common compound, the synthetic route is as follows.

Procedure J Example 90: N-{4-[1,3-benzoxazol-2(3H)-ylidene(cyano)methyl]-2-pyrimidinyl}-2- METHYL-4-PIPERIDINECARBOXAMIDE To a suspension of (2-AMINO-4-PYRIMIDINYL) (1, 3-benzoxazol-2 (3H)-YLIDENE) ethanenitrile (100.00 mg; 0.40 mmol), 1-METHYL-PIPERIDINE-4-CARBOXYLIC acid HCl (107.25 MG ; 0.60 mmol) and 2-CHLORO-1-METHYLPYRIDINIUM iodide (203.37 MG ; 0.80 mmol) in THE (4.00 ML) was added DIEA (0.34 ML ; 1.99 mmol) and the resulting suspension was heated up to 150C under microwave conditions during 900s (normal absorption, 9 bar). After ON standing at 4C, the precipitate formed was filtered off and washed thoroughly with THE then water. After drying at 40C for 2 days, the solid was taken up in DCM to which TFA was added Ether in excess was added and the precipitate obtained was filtered off and washed with ether (3x) then dried under vacuum at 40C. The solid was purified by preparative HPLC to afford after lyophilisation the title compound as a yellow fluffy solid (19%). 1H NMR (METHANOL-D4) 5 : 8.15-7. 95 (m, 1H), 7.47-7. 10 (m, 4H), 6. 83-6. 65 (m, 1H), 3.65- 3. 30 (m, 4H), 3. 16-3. 08 (m, 3H), 3.07-2. 90 (M, 1H), 2.42-1. 90 (M, 4H) M (ES): 375.1 ; M+(ES) : 377.1 ; HPLC (max plot) 98. 1% ; Rt : 2. 00min.

71985-80-3, The synthetic route of 71985-80-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2005/26159; (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.72752-52-4,2-Piperidinobenzonitrile,as a common compound, the synthetic route is as follows.

72752-52-4, To a well stirred suspension of magnesium turnings (67.7 g, 2.80 mol) in THF (30 mL), benzyl chloride (l mL) and catalytic amount of iodine was added at 25-30 C. The contents were stirred for 30 min at 35-40 C. Thereafter, a solution of benzyl chloride (306.0 g, 2.40 mol) dissolved in a mixture of THF (150 mL) and toluene (450 mL) was added, mainraining the intemal temperature of reaction mixture in between 35-45 C. Stirred the reaction mixture for another 2h at 35-40 C and cooled to 25-30 C. Thereafter a solution of nitrile 4 (150,0 g, 0.80 mol) dissolved in THF (150 mL) and toluene (450 mL) was added at 25-45 C. The reaction mixture was cooled to 25-30 C and stirred for 16 h at 25-30 C. The above suspension was added over a mixture of aqueous NH4CI (25% wlw, 600 mL) and aqueous ammonia (300 mL) at 5-15 C. The inorganics were removed through filtration and washed with water (250 mL). The organic layer was separated and concentrated under vacuum to obtained 9 (204.4 g).

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

Reference：
Article; Sundaram, Dhanraj T. S. S.; Mitra, Jayati; Rajesh; Islam, Aminul; Prabahar, Koilpillai Joseph; Rao, Battula Venkateswara; Douglas, Sanasi Paul; Synthetic Communications; vol. 45; 18; (2015); p. 2092 – 2098;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

19099-93-5, 1-Cbz-Piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At 0C, to a solution of benzyl 4-oxopiperidine-1-carboxylate (2.00 g, 8.57 mmol, 1.00 equivalent) in tetrahydrofuran(25 mL) were added sodium hydride (719.88 mg, 18.00 mmol, 2.10 equivalents) and potassium iodide (3.80g, 26.74 mmol, 3.12 equivalents) in one portion. The mixture was stirred at 30C for 16 hours. LC/MS showed completionof the reaction. The reaction mixture was added a solution of ammonium chloride (50 mL) thereto and then subjectedto extraction using ethyl acetate (50 mL32). The organic phase was concentrated and dried. The obtained residue waspurified by preparative TLC plate (petroleum ether: ethyl acetate = 6: 1) to give the title compound (870.00 mg, 3.33mmol, 38.86% yield) as a transparent oil. 1H NMR (400 MHz, Methanol-d4) delta 7.38-7.33 (m, 5H), 5.19 (s, 2H), 3.81-3.77(t, J = 6.4 Hz, 2H), 3.50-3.46 (m, 2H), 2.50 (s, 2H), 1.11-1.04 (m, 6H). LC/MS (ESI) m/z: 284.1 (M+1).

19099-93-5, The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; DING, Charles Z.; CHEN, Shuhui; ZHAO, Baoping; XU, Zhaobing; LIU, Yingchun; LIN, Ruibin; WANG, Fei; LI, Jian; (101 pag.)EP3269715; (2018); 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.23499-01-6,1-(4-Nitrophenyl)piperidin-4-one,as a common compound, the synthetic route is as follows.

EXAMPLE 38 3.0 g (13.6 mmol) of 1-(4-nitrophenyl)-4-piperidone and 2.0 g (13.6 mmol) of N-(4-methoxybenzyl)-N-methylamine were reacted in a similar manner to Example 1. 3.5 g of 4-(N-(4-methoxybenzyl)-N-methylamino)-1-(4-nitrophenyl)piperidine were obtained. Melting point 144-145 C.

23499-01-6, The synthetic route of 23499-01-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BASF Aktiengesellschaft; US5260318; (1993); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem