Category: 5166-67-6

5166-67-6,5166-67-6, Ethyl N-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 9 Reduction of Ethyl 1-methylnipecotate To a cooled solution of filtered or unfiltered LiAlH4 (2 mole) under argon was added ethyl 1-methylnipecotate (1 mole) in THF. After addition was complete, reaction was heated to 40 to 50 C. for 2 hr and then stirred overnight at room temperature. The reaction was quenched by adding H2O, and aqueous NaOH using cooling as required. The solution was then filtered and solids were washed with fresh THF. Yields were determined by GC analysis of crude filtered reaction solutions using nonane as an internal standard. Essentially no difference in yields was observed with filtered or unfiltered LiAlH4 solutions.

5166-67-6 Ethyl N-methylpiperidine-3-carboxylate 97981, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; FMC Corporation; US6444190; (2002); B2;; ; Patent; PAUTARD-COOPER, ANNE; ENGEL, JOHN F.; GRANGER, ERIC J.; SIMS, PHILIP F.; SCHWINDEMAN, JAMES A.; RATHMAN, TERRY L.; US2001/51729; (2001); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5166-67-6, Ethyl N-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5166-67-6, 3-Methyl-5-(l -methylpiperidin-3-yl)-l ,2,4-oxadiazole (5c):I-N-methyl-ethyl nipecotate (4c) (0.7 g, 0.0041 mol) and acetamide oxime (0.75g, 0.0102 mol) were dissolved in 30 mL tetrahydrofuran. Sodium methoxide (l . l g, 0.0205 mol) was added and the mixture was heated at reflux for 2 hours. The mixture was concentrated to remove THF and partitioned between water (25 mL) and dichloromethane (1 x 25 mL). The aqueous layer was extracted with an additional 2 x 25 mL dichloromethane. The combined organics were washed with 1 chi 50 mL saturated sodium chloride, and dried over Na2SC>4. The dried organics were evaporated to an oil. The residue was chromatographed with 5 g silica gel, 5% methanol/ethyl acetate, to obtain 0.51 g of the free base. Hydrochloric acid in ethanol (2.5 M) (1.6 mL, 0.01 1 mol) was added and the mixture was concentrated to dryness. Crystallization from ethanol/MTBE afforded 436 mg white solid. MS (ESI) m/z 182 [M+H]+. NMR (DMSO-d6) 5 1.59- 1.66 (m, 1 H), 1.88- 1.98 (s, 2 H), 2.17-2.20 (d, 1 H), 2.34 (s, 3 H), 2.77 (s, 3 H), 2.92-2.95 (m, 1 H), 3.18-3.21 (m, 1 H), 3.37- 3.47, (d, 1H), 3.60-3.78, (m, 2H).

As the paragraph descriping shows that 5166-67-6 is playing an increasingly important role.

Reference：
Patent; MITHRIDION, INC.; ABRAHAM, Brent, D.; COPP, Richard, R.; FARNHAM, James, G.; HANSON, Seth, A.; HENDRICKSON, Michael, L.; OCKULY, Jeffrey, C.; TWOSE, Trevor, M.; VERDONE, Melinda, L.; WO2011/85406; (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.5166-67-6,Ethyl N-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

5166-67-6, A solution of (R)-ethyl 1-methylpiperidine-3-carboxylate (5.69 g, 33 mmol) in ether (20 ml) was added dropwise to a stirred solution of lithium aluminum hydride (36.6 ml of a 1M solution in THF, 36.6 mmol) in ether (85 ml) cooled to maintain a reaction temperature of 20 C. The mixture was stirred for 1.5 hours at ambient temperature and then water (1.4 ml), 15% aqueous sodium hydroxide solution (1.4 ml) and then water (4.3 ml) were added. The insolubles were removed by filtration and the volatiles removed from the filtrate by evaporation to give (R)-(1-methylpiperidin-3-yl)methanol (4.02 g, 94%) as a colourless oil. 1H NMR Spectrum: (DMSOd6) 1.06(q, 1H); 1.51-1.94(m, 5H); 2.04(s, 3H); 2.34(br s. 1H); 2.62(m, 1H); 2.78(d, 1H); 3.49(m, 1H); 3.59(m. 1H); MS-ESI: 130 [MH]+.

As the paragraph descriping shows that 5166-67-6 is playing an increasingly important role.

Reference：
Patent; Zeneca Limited; Zeneca Pharma S.A.; US6414148; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5166-67-6, Ethyl N-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 1-(2-Oxopyrrolidin-1-yl)acetamidoxime (2.40 equiv) was stirred in dry THF with 4A MS for 1 h, and NaH (60% inoil, 3.0 equiv) was added and stirred for 50 mins and then heated at 50 C for 30 min. A solution of an ester 5a~f (1.0 equiv) in THF was added dropwise and the reaction mixture was heated under reflux for 1.5 h. After cooling, solvent was removed from the reaction mixture and the residue was extracted with CH2Cl2. The organic extract was concentrated in vacuo, and the residue was purified by column chromatography on silica gel using chloroform/methanol (30:1~10:1) as eluent to obtain the corresponding compound 6a~f.

5166-67-6, 5166-67-6 Ethyl N-methylpiperidine-3-carboxylate 97981, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Muthusamy, Selvaraj; Lee, Soo Min; Huang, Minghua; Cho, Nam-Chul; Nam, Ghilsoo; Pae, Ae Nim; Rhim, Hyewhon; Keum, Gyochang; Choi, Kyung Il; Bulletin of the Korean Chemical Society; vol. 37; 7; (2016); p. 1020 – 1028;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5166-67-6,Ethyl N-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

3-Methyl-5-(l-methylpiperidin-3-yl)-l,2,4-oxadiazole (86):N-methyl-ethyl nipecotate (85) (0.7 g, 0.0041 mol) and acetamide oxime (0.75g, 0.0102 mol) were dissolved in 30 mL tetrahydrofuran. Sodium methoxide (1.Ig9 0.0205 mol) was added and the mixture was heated at reflux for 2 hours. The mixture was concentrated to remove THF and partitioned between water (25 mL) and dichloromethane (1 x 25 mL). The aqueous layer was extracted with an additional 2 x 25 mL dichloromethane. The combined organics were washed with 1 x 50 mL saturated sodium chloride, and dried over Na2SO4. The dried organics were evaporated to an oil. The residue was chromatographed with 5 g silica gel, 5% methanol/ethyl acetate, to obtain 0.51 g of the free base. Hydrochloric acid in ethanol (2.5 M) (1.6 mL, 0.011 mol) was added and the mixture was concentrated to dryness. Crystallization from ethanol/MTBE afforded 436 mg of 86 as white solid. MS (ESI) m/z 182 [M+H]+. 1H NMR (DMSO-d6) delta 1.59-1.66 (m, 1 H), 1.88-1.98 (s, 2 H), 2.17-2.20 (d, IH), 2.34 (s, 3 H), 2.77 (s, 3 H), 2.92-2.95 (m, 1 H), 3.18-3.21 (m, 1 H), 3.37-3.47, (d, IH), 3.60- 3.78, (m, 2H)., 5166-67-6

5166-67-6 Ethyl N-methylpiperidine-3-carboxylate 97981, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MITHRIDION, INC.; TWOSE, Trevor, M.; ABRAHAM, Brent, D.; COPP, Richard, R.; FARNHAM, James, G.; HANSON, Seth, A.; HENDRICKSON, Michael, L.; OCKULY, Jeffrey, C.; VERDONE, Melinda, L.; WO2010/102218; (2010); 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.5166-67-6,Ethyl N-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

S -N-Boe -ethyl nlpeeotate (.) (0,7 g, 0.0041 mol) and aceiamide oxirne (0.75g, 0.0102 mol) were. dissolved in 30 mL teirahydrofuran. Sodium methoxide (l.lg, 0.0205 mol) was added and. the mixture was heated at reflux for 2 hours. The mixture was concentrated to remove THF and partitioned between water (25 mL) and dichloromethane ( I x 25 mL). The aqueous layer was extracted with an additional 2 x 25 mL dichioromethane. The combined organics were washed with I< 50 mL saturated, sodium chloride, and dried over Nag&O . The dried organics were evaporated to an oil. The residue was chromatogra;phed with 5 g silica gel, 5% raethano./ethyl acetate, to obtain 0.51 g of the tree base. Hydrochloric acid in ethanol (2.5 M) (1.6 mL, 0.01 1 mol) was added and the mixture was concentrated to dryness. Crystallization fromethanol/ 'IBE fforded 436 mg white solid. MB (ESI) mlz 182 [ +B]. hi NM (DMSO-46) 5 1.59-1.66 (m, I H), 1.8.8.- 1.98 (s, 2 H), 2.17-2.20 (d, 1H), 234 (s, 3 H), 2.77 (s, 3 H), 2.92- 2.95 (m, 1 H), 3.18-3.21 (m, 1 H% 337-3.47, (d, 1H), 3.60-3.78, (m, 2H). 5166-67-6, The synthetic route of 5166-67-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MITHRIDION, INC.; ABRAHAM, Brent, D.; COPP, Richard, R.; FARNHAM, James, G.; HANSON, Seth, A.; HENDRICKSON, Michael, L.; OCKULY, Jeffrey, C.; TWOSE, Trevor, M.; VERDONE, Melinda, L.; WO2012/33956; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5166-67-6, Ethyl N-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl 1-methyl-3-(2′-fluorobenzyl-nipecotate To a solution of ethyl 1-methylnipecotate (10.0 g, 58.4 mmol) in dry tetrahydrofuran (350 ml) was added at -78 C. lithium bis(trimethylsilyl)amide (80.0 ml, 80.0 mmol) as a 1.0M solution in tetrahydrofuran and the resulting solution was allowed to stir at -78 C. for 3 hours. To this was added 2-fluorobenzylchloride (7.0 ml, 8.5 g, 59 mmol) and the resulting solution was allowed to warm to room temperature over 5 hours. Thin-layer chromatography showed reaction was not complete. More 2-fluorobenzylchloride (20 ml, 2.4 g, 17 mmol) was added to the reaction mixture and the resulting solution was allowed to stir overnight, ca. 18 hours. The tetrahydrofuran was removed by evaporation in vacuo and the orange residue was dissolved in ethyl acetate. The organic solution was extracted with 0.5N HCl (4*100 ml) and the aqueous acid extracts were combined and made basic with 10N NaOH. The aqueous was then extracted with ethyl acetate (5*100 ml) and the combined extracts were dried over MgSO4 and concentrated to yield 12.1 g (74.4%) of ethyl 1-methyl-3-(2′-fluoro)-benzyl-nipecotate as an orange oil. 1 H-NMR (CDCl3) delta: 7.22-7.15 (m, 1H), 7.10-6.95 (m, 3H), 4.14-4.05 (m, 2H), 3.01 (bd, 1H, J=10.3 Hz), 2.87 (s, 2H), 2.58 (bd, 1H, J=10.3 Hz), 2.24 (s, 3H), 2.04-1.95 (m, 3H), 1.69-1.60 (m, 2H), 1.30-1.22 (m, 1H), 1.16 (t, 3H, J=7.1 Hz).

5166-67-6, The synthetic route of 5166-67-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck & Co., Inc.; US5206240; (1993); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem