Day: August 17, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.336191-17-4,tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 3 N-[2-Amino-5-(2-thienyl)phenyl]-6-(2,8-diazaspiro[4.5]dec-8-yl)nicotinamide 2-Thiophenyl Boc-chloronicotinamide F (60 mg, 0.14 mmol) was dissolved in 1 mL of DMSO and treated with NEt3 (0.100 mL) and tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (50 mg, 0.21 mmol). The mixture was stirred at 90 C. for 18 h, partitioned between EtOAc and saturated NaHCO3, dried (Na2SO4), filtered and concentrated. The residue was dissolved in 1 mL of 1:1 TFA/CH2Cl2, stirred for 5 h and concentrated. Reverse-phase chromatography (10-100% MeCN/water with 0.05% TFA) followed by neutralization with EtOAc/sat’d NaHCO3 extraction and drying (Na2SO4) gave the target spirocyclic compound: 1H NMR (600 MHz, CD3OD): delta 8.73 (s, 1 H), 8.06 (dd, J=8.8, 2.1 Hz, 1 H), 7.45 (s, 1 H), 7.33 (dd, J=8.2, 2.1 Hz, 1 H), 7.21 (dd, J=5.0, 1.2 Hz, 1 H), 7.19 (dd, J=3.5, 0.9 Hz, 1 H), 7.00 (dd, J=5.0, 3.5 Hz, 1 H), 6.88 (d, J=8.5 Hz, 1 H), 6.81 (d, J=9.1 Hz, 1 H), 3.72 (m, 2 H), 3.62 (m, 2 H), 2.94 (t, J=7.3 Hz, 2 H), 2.71 (s, 2 H), 1.68 (t, J=7.0 Hz, 2 H), 1.60 (m, 4 H); MS (ESI+): cal’d [M+H]+ 434.2, obs’d 434.2.

As the paragraph descriping shows that 336191-17-4 is playing an increasingly important role.

Reference£º
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.54012-73-6,Piperidin-3-amine,as a common compound, the synthetic route is as follows.

General procedure: To the solution of a corresponding amine (1.8 mmol) in DMF (5 mL) was added K2CO3 (2.0 mmol). The reaction mixture was stirred at room temperature for 30 min. After the addition of 2,6-dichloropyrazine (1.3 mmol) the reaction mixture was further stirred at room temperature for 15 h. After removal of solvent under reduced pressure, the precipitates formed by a treatment of residue with DCM:methanol (95:5) mixture was filtered off. Het-Cl was obtained by the removal of solvent in vaccuo and used for next reaction without further purification.

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Reference£º
Article; More, Kunal N.; Hong, Victor S.; Lee, Ahyeon; Park, Jongsung; Kim, Shin; Lee, Jinho; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2513 – 2517;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.148763-41-1,Methyl N-Boc-piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Example 1 – Preparation of Intermediate 1 The synthesis of Intermediate 1 followed General Procedure 1 following. Intermediate 1 To a solution of diisopropylamine (6.55 g, 64.7 mmol, 2.1 eq) in cold THF (-780C, 80 mL) was added n-butyllithium (4.04 g, 63.1 mmol, 2.05 eq), and then stirred for 1 hour at 00C. The reaction mixture was then cooled to -780C and to it was then added 1-(tert-butyl)-3-methylpiperidine-1,3-dicarboxylate (7.5 g, 30.8 mmol, 1 eq). The mixture was stirred for 1 hour, and to it was added methyl iodide (13.12 g, 97.4 mmol, 3.0 eq). The reaction mixture was warmed to room temperature overnight. It was monitored by TLC and LC-MS. After completion, the reaction mixture was quenched with ammonium chloride and extracted with ethyl acetate (2 x 150 mL). The combined organic phases were washed with water and brine, then dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by flash chromatography using silica gel (60-120 mesh size), eluting with 5-10% ethyl acetate in n-hexane to give product (Intermediate 1, 4.8 g, yield: 60.5%) m/z 202 [M- 56]+ 1H NMR (400 MHz, CDCl3) delta 3.87 (d, J = 13.3 Hz, 1H), 3.70 (s, 3H), 3.46 (s, 1H), 3.27 (d, J = 5.9 Hz, 1H), 3.15 (d, J = 13.3 Hz, 1H), 2.04 (dd, J = 12.7, 6.2 Hz, 1H), 1.58 (s, 1H), 1.49 (m, 11H), 1.18 (s, 3H) ppm.

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Reference£º
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.116574-71-1,tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Sodium hydride (67 mg, 1.67 mmol) was added to tert-butyl 3- (hydroxymethyl)piperidine- 1 -carboxylate (CAS: 116574-71-1; 300 mg, 1.4 mmol) in DMF (10 mL) at 0 ¡ãC. The mixture was allowed to warm to rt and it was further stirred for 30 mm. Then the mixture was cooled again to 0 ¡ãC and 4-bromo-2,6- dimethylpyridine (CAS: 5093-70-9; 285.2 mg, 1.53 mmol) was added. The mixture was stirred at rt overnight. Water was added and the mixture was extracted withEtOAc. The organic layer was dried over MgSO4, filtered and evaporated under vacuum. The residue thus obtained was purified by flash column chromatography (Si02 EtOAc in heptane, 0/100 to 80/20) and the desired fractions were concentrated in vacuo affording intermediate 22 (65 mg, 16percent yield).

116574-71-1 tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate 2763851, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose, Manuel; TRABANCO-SUAREZ, Andres, Avelino; ALCAZAR-VACA, Manuel, Jesus; MARTINEZ VITURRO, Carlos, Manuel; TRESADERN, Gary, John; ZHANG, Wei; CHEN, Gang; (212 pag.)WO2018/109202; (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.73874-95-0,tert-Butyl piperidin-4-ylcarbamate,as a common compound, the synthetic route is as follows.

To a solution of 4-Boc-aminopiperidine 1 (12.0 g, 12.0 mmol) in CH2Cl2 (48 mL) was added Et3N (5.0 mL, 36.0 mmol) followed by acetic anhydride (1.4 mL, 14.4 mmol, 1.2 eq.) at 0-5 C. The reaction mixture was allowed to warm to rt and was stirred for 18 h before being diluted with CH2Cl2 (120 mL). The resulting mixture was washed with water (50 mL), sat. NaHCO3 (50 mL), water (50 mL), brine (50 mL), dried over Na2SO4, filtered, and concentrated under vacuum to afford crude 4-BOC-amino-1-acetylpiperidine. This crude product was dissolved in MeOH (36 mL) and was added to 4.0 M HCl solution in dioxane (15.0 mL, 60.0 mmol) at rt. The resulting clear solution was stirred for 18 h at rt and then the solvent was evaporated under vacuum. The residue was dissolved in water (50 mL) and washed with EtOAc (2¡Á50 mL). The water layer was basified (pH<10) with 10% aqueous NaOH solution and water was evaporated under vacuum. The residue (salt and compound) was triturated with CHCl3/IPA (3:1) and decanted. The CHCl3/IPA supernatant, after drying over Na2SO4, was filtered and concentrated under vacuum. The residue was dried at high vacuum for 18 h to give 4-amino-1-acetylpiperidine 2 (937 mg, 55%) as a light yellow oil. The synthetic route of 73874-95-0 has been constantly updated, and we look forward to future research findings. Reference£º
Patent; Arete Therapeutics, Inc.; US2008/227780; (2008); 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.5382-16-1,4-Piperidinol,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 6 Synthesis of 1-amino-4-hydroxypiperidine In 10 ml of water was dissolved 0.6 g(6 mmol) of hydroxylamine-O-sulfonic acid and 1.82 g(1.8 mmol) of 4-hydroxypiperidine was added thereto. After refluxing for 1 hour, the reaction mixture was cooled to 5 C. and 0.84 g(6.1 mmol) of potassium carbonate was added thereto. The reaction mixture was stirred for 10 min and the precipitate was filtered off. The filtrate was concentrated under the reduced pressure and 15 ml of dry ethanol was added to give precipitate, which was filtered off. While cooling the filtrate to 5~10 C., 0.85 ml of 57% HI was slowly added and the mixture was stirred at the same temperature for 30 min. To the reaction mixture was added 50 ml of petroleum ether. The filtrate was washed with acetone to give 1.41 g of the desired compound(34%). m.p.=117-119 C. NMR (DMSO-d6, delta) 1.12~1.98 (m, 4H), 2.41~2.86 (m, 2H) 2.86~3.24 (m, 2H), 3.40~3.79 (m, 1H) 5.23 (br, 2H, NH2)

5382-16-1 4-Piperidinol 79341, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Dae Woong Pharmaceutical Co., Ltd.; US5336673; (1994); 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.116574-71-1,tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Compound A1 generates A2 catalyzed by di-tert-butyl dicarbonate.Under the catalysis of oxalyl chloride and diisopropylethylamine,Under ultra-low temperature conditions,The mixture of dimethyl sulfoxide and methylene chloride reacts to form A3.And then in the al and a2 catalysis under the reflux of ethanol in hydrochloric acid to produce A4,A4 generates A5 at room temperature in aqueous sodium hydroxide solution.A6 is refluxed at room temperature in a solution of sodium borohydride in ethanol,In dichloromethane,The formation of A7 is catalyzed by a3, 1-hydroxybenzotriazole and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide.A8 is formed in dichloromethane with trifluoroacetic acid,A9 catalyzes the formation of A9 in dichloromethane.

As the paragraph descriping shows that 116574-71-1 is playing an increasingly important role.

Reference£º
Patent; Han Bing; Wang Shuang; Wang Lan; (14 pag.)CN104119339; (2018); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.160357-94-8,1-Acetyl-4-aminopiperidine,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 5 (1 eq.) and amine (2 eq.) in ethanol was stirred at 85 C for 3 h. The mixture was concentrated and purified by flash column chromatography to give compound 6.

The synthetic route of 160357-94-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Park, Sun Jun; Kim, Eunjin; Yoo, Miyoun; Lee, Joo-Youn; Park, Chi Hoon; Hwang, Jong Yeon; Ha, Jae Du; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4399 – 4404;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

38309-60-3, 3H-Spiro[2-benzofuran-1,4′-piperidine] is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 205 (S)-1-(2-(5-methyl-1,3,4-oxadiazol-2-yl)benzo(b)furan-4-yloxy)-3-(1,3-dihydrobenzo(c)furan-1-spiro-4′-piperidin-1′-yl)-2-propanol 1/4 hydrate By the reactions in the same manner as in Example 1 using (S)-5-(4-glycidyloxybenzo(b)furan-2-yl)-2-methyl-1,3,4-oxadiazole and 1,3-dihydrobenzo(c)furan-1-spiro-4′-piperidine, the title compound was obtained as white crystals, melting point 198-199 C.

The synthetic route of 38309-60-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nishiyama, Akira; Bougauchi, Masahiro; Kuroita, Takanobu; Minoguchi, Masanori; Morio, Yasunori; Kanzaki, Kouji; US2002/111358; (2002); 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.5570-78-5,1-Isopropylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

General procedure: A solution of methyl 4-hydroxybenzoate derivatives 4a-4f (1 mmol), 1-substituted-4-piperidinol I-IV (1.3 mmol) and triphenylphosphine (1.5 mmol) in tetrahydrofuran (90 mL) was treated with diethyl azodicarboxylate (1.5 mmol) dropwise at 0 C. The mixture was left at 0 C for 15 min and stirred overnight at room temperature. After completion of the reaction, the reaction mixture was poured onto cold water, the resulting solution was extracted with dichloromethane, washed with brine, dried over Na2SO4, concentrated in vacuo and purified by flash chromatography. Thus the reaction of 4a-4f with various I, II, III and IV gave intermediates 5a-5i.

The synthetic route of 5570-78-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nirogi, Ramakrishna; Shinde, Anil; Tiriveedhi, Vinaykumar; Kota, Laxman; Saraf, Sangram Keshari; Badange, Rajesh Kumar; Mohammed, Abdul Rasheed; Subramanian, Ramkumar; Muddana, Nageshwararao; Bhyrapuneni, Gopinadh; Abraham, Renny; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 655 – 662;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem