Day: March 24, 2022

948894-26-6, 4-Methylpiperidine-4-carbonitrile hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 4-methylpiperidine-4-carbonitrile hydrochloride (1.21 g, 7.53 mmol), 4-bromopyrazolo[ 1,5 -a]pyridine (491 mg, 2.49 mmol), chloro(2-dicyclohexylphosphino- 2?,4?,6?-triisopropyl- 1,1 ?-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) (160 mg, 0.216 mmol) and cesium carbonate (2.44 g, 7.49 mmol) was added 1,4-dioxane (15 mL). The pressure vessel was placed under N2 and the reaction was allowed to stir at for 48 hours. The reaction was added to H20 and extracted with ethyl acetate. The organic layers were combined and washed with H20 and 5 M aqueous sodium chloride and dried over anhydrous sodium sulfate. The solids were filtered and the filtrate was concentrated under reduced pressure. The material was purified by reverse phase flash silica gel column chromatography (C18, 0-100% CH3CN (0.1% HCO2H), H20 (0.1% HCO2H)). The appropriate fractions were combined to yield product that was further purified by normal phase flash silica gel column chromatography eluting with a gradient of 0-10% methanol in dichloromethane to provide product (38). [M+Hj = 241.2.

948894-26-6, The synthetic route of 948894-26-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PLEXXIKON INC.; WU, Guoxian; ALBERS, Aaron; BUELL, John; BURTON, Elizabeth A.; PHAM, Phuongly; POWERS, Hannah; SHI, Songyuan; SPEVAK, Wayne; WU, Jeffrey; ZHANG, Jiazhong; (310 pag.)WO2018/136202; (2018); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

24686-78-0, 1-Benzoylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 500 mL single-necked, round-bottomed flask was equipped with a heating/cooling bath, magnetic stirrer and stir bar, Dean-Stark trap, condenser, and nitrogen inlet. A solution containing N-benzoyl-4-piperidone (40.1 g, 197 mmol), pyrrolidine (37.9 g, 533 mmol), and toluene (200 mL) was refluxed for 4.5 hours under nitrogen. About 6 mL of water had collected in the trap. The volatiles were removed under reduced pressure, chasing sequentially with ethanol (45 mL) and toluene (45 mL), giving a reddish-brown residue. This residue was transferred into a 1 L single-necked, round-bottomed flask with dichloromethane (180 mL), the flask was fitted with a thermocouple and rubber septum, and a solution of phenyl isocyanate (23.97 g, 201 mmol) in dichloromethane (35 mL) was added drop-wise via syringe, keeping the temperature below 32° C. Once the addition was complete, the batch was stirred at ambient temperature for 16 hours. Volatiles were again removed under vacuum to provide a residue (89 g). This material was taken-up in methanol (165 mL) and 12 N hydrochloric acid (50 mL). The resulting mixture was stirred for 4.5 hours, diluted with water (750 mL), and extracted into chloroform (1×200 mL; 2×150 mL). The combined organic layers were dried over anhydrous sodium sulfate (50 g), filtered, and concentrated to an orange semisolid (73 g). Concentrated sulfuric acid (95 mL) was carefully added to the residue over 25 minutes, affording a brown syrup, which was heated to 100° C. for 30 minutes. The hot batch was transferred to a 2 L thick-walled conical flask, using 1,4-dioxane (65 mL) to complete the transfer. A large magnetic stir bar was introduced, followed by water (1000 mL), which was added drop-wise over 2 hours with vigorous stirring. The flask wall was scraped as needed to facilitate mixing. In this fashion, an amber solid was obtained. The solid was collected on a filter, rinsed with water (3×80 mL), and re-slurried in water (210 mL) and 37percent ammonium hydroxide (6 mL) for 40 minutes. The solid was collected on a filter (slow) and dried in a vacuum oven at 50° C. to constant weight. The title compound was obtained as an amber solid (45.1 g, 75.2percent yield) of 94.4percent purity by HPLC analysis, 24686-78-0

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

Reference：
Patent; Allergan, Inc.; Hull, III, Clarence Eugene; Malone, Thomas C.; (30 pag.)US9255096; (2016); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

62718-31-4, 1-Benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzylprotection of 1 to give 5 was achieved in 70-80% yield by reductive amination with benzaldehyde and sodium triacetoxyborohydride as the reducing agent in DCM as the solvent. Dehydration to the cyano compound 6 was performed under the same conditions as given for the preparation of 3. Subsequently, compound 6 was reacted with either benzylmagnesiumchloride or phenylmagnesiumchloride at rt overnight, followed by hydrolysis with 2M sulfuric acid to give the ketones 7 and 8, respectively, which were reductively aminated with benzylamine in ethanol in the presence of Pd/C (10%) at 3bar hydrogen pressure overnight in yields of 60-80% to the templates 9 and 10, respectively, which were used as racemates in the following synthetic steps., 62718-31-4

As the paragraph descriping shows that 62718-31-4 is playing an increasingly important role.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2004/2483; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Catalyst [CuCl{2,5-bis(2-thiophenyl)phosphole}2] (1) (2.6 mg, 0.003 mmol, 0.1 mol%), paraformaldehyde (3.0 mmol), amine (3.3 mmol), phenylacetylene (4.5 mmol) and chlorobenezene (1 mL) were loaded in a screw-cap test tube equipped with a stirring bar. The mixture was stirred at 100 C for 5 h, cooled, extracted with ether (3×5 mL) and dried over MgSO4. The mixture was filtrated, concentrated and the residue was purified by flash chromatography on silica gel using a hexane/EtOAc mixture as eluent. The corresponding propargylamines were obtained as yellow oil. Reported yields are the average of at least two independent runs., 768-66-1

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

Reference：
Article; Cammarata, Jose Ricardo; Rivera, Rocio; Fuentes, Franmerly; Otero, Yomaira; Ocando-Mavarez, Edgar; Arce, Alejandro; Garcia, Juan M.; Tetrahedron Letters; vol. 58; 43; (2017); p. 4078 – 4081;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of aldehyde (10mmol) (4-(dimethylamino)benzaldehyde, 4-(1-piperidinyl)benzaldehyde, 4-(4-morpholinyl)benzaldehyde or 4-(diphenylamino)benz-aldehyde) in EtOH (75mL), ketone (20mmol) (2-acetylpyridine, 2-acetylthiazole or 2-acetylpyrazine) was added. Then KOH (1.54g, 27.5mmol) and NH3 (aq) (35mL) were added to the reaction mixture. The solution was stirred at room temperature for 24h. The solid was collected by filtration and washed with H2O. Recrystallization from ethanol (1, 4, 7, 10) or toluene (2, 3, 5, 6, 8, 9, 11, 12) afforded a crystalline solid., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Palion-Gazda, Joanna; Machura, Barbara; Klemens, Tomasz; Szlapa-Kula, Agata; Krompiec, Stanis?aw; Siwy, Mariola; Janeczek, Henryk; Schab-Balcerzak, Ewa; Grzelak, Justyna; Ma?kowski, Sebastian; Dyes and Pigments; vol. 166; (2019); p. 283 – 300;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

406233-26-9, 4-(4,4-Dimethylpiperidin-1-yl)benzoic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4.6 Acylsulfonamide (SZ5TA2)[ 0395] A solution of 15 (58 mg, 0.25 mmol), 22 (43 mg, 0.25 mmol), EDCI (60 mg, 0.314 mmol) and DMAP (8 mg, 0.065 mmol) in dichloromethane (10 mL) was stirred for 30 h. Product (SZ5TA2) (68 mg, 70percent) was isolated after flash chromatography (DCM: MeOH = 16: 1). Rf = 0.6 (DCM: MeOH = 8: 1). 1H-NMR (400 MHz, CDC13) delta: 8.70 (bs, 1H), 8.00 (d, J = 8 Hz, 2H), 7.63 (d, J= 8.4 Hz, 2H), 7.30 (d, J= 8 Hz, 2H), 6.82 (d, J= 7.6 Hz, 2H), 3.30 (t, J = 6 Hz, 4H), 2.40 (s, 3H), 1.46 (bs, 4H), 0.97 (s, 6H) ppm. 13C-NMR (100 MHz, DMSO- 6) delta: 165.1, 154.4, 144.5, 137.9, 130.9, 130.0, 128.3, 119.2, 113.4, 43.9, 38.0, 29.2, 28.3, 21.9 ppm. HRMS (ESI+) for [M+H]+; calculated: 387.1742, found: 387.1742 (error m/z = -1.8 ppm).

406233-26-9, As the paragraph descriping shows that 406233-26-9 is playing an increasingly important role.

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

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

Example 25;. N-Benzyloxycarbonyl-4- (formyl)-piperidine (E-13).; A stirred suspension of N-(benzyloxycarbonyl)-4-hydroxymethyl)-piperidine (E-12,2 g, 8 mmol) and CeliteTM (4 g) in dry DCM (120 mL) at room temperature was treated with pyridinium chlorochromate (3.5 g, 16.0 mmol), stirred for 3 hours, and filtered on Celte. The filtrate was evaporated to a dark residue which was purified by column chromatography using a gradient of 25 to 50 % EtOAc in hexane as eluant to give 1.5 g (75 %) of aldehyde E-13 as a clear oil which was immediately used in the next step : 1H NMR (CDC13) 8 1.43 (dd, 2H, J=10), 1.78 (m, 2H), 2.31 (m, 1H), 2.91 (t, 2H, J=10. 6), 3.96 (m, 2H), 5.05 (s, 2H), 7.24 (m, 5H), 9.52 (s, 1H).

122860-33-7, 122860-33-7 Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate 736490, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BIOAXONE THERAPEUTIQUE INC.; WO2005/80394; (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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: An acetophenone derivative (1 equivalent), a benzaldehyde derivative (1 equivalent), and NaOH (1 equivalent) were added to an ethanol solvent and stirring was performed at room temperature. Water was added to the reaction mixture and extraction with ethyl acetate was performed. The organic solvent layer was collected and washed once again with water. Anhydrous MgSO4 was added thereto and dehydration was performed. Then, the solvent was distilled off under reduced pressure, and the remaining residue was purified by silica gel chromatography, to prepare the compound., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Industry-Academic Cooperation Foundation, Yonsei University; Ewha University-Industry Collaboration Foundation; Cha University Industry-Academic Cooperation Foundation; KIM, Eosu; NAMKOONG, Kee; JEONG, Jihyeon; JANG, Sooah; KWON, Young Joo; JUN, Kyu Yeon; JEON, Kyung Hwa; PARK, Minsun; KIM, Hyunjeong; NA, Younghwa; (44 pag.)EP3626703; (2020); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

936130-82-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.936130-82-4,Methyl 4-(piperidin-4-yl)benzoate hydrochloride,as a common compound, the synthetic route is as follows.

A mixture of Compound 8BE (3 g, 11.73 mmol), CH2CI2 (30 ml_), triethyl amine (4.9 ml_, 35.19 mmol) and di-tert-butyl dicarbonate (3.83 g, 17.55 mmol) was stirred at room temperature for 3 hours. Diluted with CH2CI2 (100 ml_) and washed with water (100 ml_). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified on silica gel eluting with 100% EtOAc to give the desired product 9BE (3.5 g, 93%).

As the paragraph descriping shows that 936130-82-4 is playing an increasingly important role.

Reference：
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

297172-16-8, (4-Methylpiperidin-4-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(4-methylpiperidin-4-yl)methanol (E4) (2.4 g, a mixture of the amino alcohol and NH4CO2H) was suspended in DCM (70 mL). Et3N (5 mL; 37.2 mmol) was then added followed by the drop-wise addition of ethyl chloroformate (1.05 mL, 13 mmol, 1.4 eq.). After 1 h at room temperature, 1N HCl (70 mL) was added and the layers were separated. The aqueous layer was extracted with DCM (70 mL) and the combined organic layers were dried over Na2SO4, filtered, and concentrated under high vacuum. The product (E5) (1.7 g) is obtained analytically pure as an oil and used without further purification. LC/MS m/z (M+1) 202.2, tR 1.89 minutes; (10-99% CH3CN-H2O gradient with 0.03% TFA, 5 min). 1H NMR (400 MHz, DMSO-d6) delta 4.05 (q, J=7.1 Hz, 2H), 3.66 (dt, J=13.6, 4.7 Hz, 2H), 3.32 (s, 2H), 3.11 (t, J=5.2 Hz, 1H), 3.11 (dd, J=23.9, 3.5 Hz, 1H), 1.44-1.37 (m, 3H), 1.26-1.22 (m, 2H), 1.19 (t, J=7.1 Hz, 3H), 0.93 (s, 3H).

297172-16-8, As the paragraph descriping shows that 297172-16-8 is playing an increasingly important role.

Reference：
Patent; Makings, Lewis R.; Blanco, Miguel Garcia-Guzman; Hurley, Dennis J.; Drutu, Ioana; Raffai, Gabriel; Bergeron, Daniele M.; Nakatani, Akiko; Termin, Andreas P.; Silina, Alina; US2008/15179; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem