Ethyl 1-methylpiperidine-4-carboxylate

Base Information

• Chemical Name: Ethyl 1-methylpiperidine-4-carboxylate
• CAS No.: 24252-37-7
• Molecular Formula: C9H17NO2
• Molecular Weight: 171.239
• Hs Code.: 29333990
• European Community (EC) Number: 687-432-9
• DSSTox Substance ID: DTXSID80453777
• Nikkaji Number: J629.375A
• Wikidata: Q72476138
• Mol file: 24252-37-7.mol

Synonyms:Ethyl 1-methylpiperidine-4-carboxylate;24252-37-7;Ethyl 1-methyl-4-piperidinecarboxylate;ethyl 1-methyl-piperidine-4-carboxylate;ETHYL N-METHYLISONIPECOTATE;4-Piperidinecarboxylic acid, 1-methyl-, ethyl ester;MFCD00130015;1-methyl-4-piperidinecarboxylic acid ethyl ester;Ethyl 1-methyl Piperidine-4-carboxylate;1-Methyl-piperidine-4-carboxylic acid ethyl ester;Ethyl N-methyl piperidine-4-carboxylate;1-methylpiperidine-4-carboxylic acid ethyl ester;SCHEMBL446501;F2167-0073;SCHEMBL12935486;DTXSID80453777;JWXOOQCMGJBSML-UHFFFAOYSA-N;Ethyl1-methylpiperidine-4-carboxylate;AKOS005259755;AB03667;AC-22456;DS-13280;SY009066;AM20090267;CS-0030553;FT-0645161;Ethyl 1-methylpiperidine-4-carboxylate, 97%;1-methyl-4-piperdine carboxylic acid ethyl ester;EN300-1265681;A817170;W-206881

Chemical Property of Ethyl 1-methylpiperidine-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.186mmHg at 25°C
• Refractive Index: 1.459
• Boiling Point: 211.12 °C at 760 mmHg
• PKA: 8.50±0.10(Predicted)
• Flash Point: 74.056 °C
• PSA: 29.54000
• Density: 0.998 g/cm³
• LogP: 0.82920
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 171.125928785
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl 1-methylpiperidine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCN(CC1)C
• Uses: Reactant for synthesis of:Piperidine derivatives as inhibitors of S. aureus and E. coli enoyl-ACP reductaseGABAA receptor agonistsWater-soluble DNA-binding subunits for analogues of cytotoxic antibiotic CC-1065 and their prodrugsTricyclic pharmaceuticals5-HT3 antagonists

Technology Process of Ethyl 1-methylpiperidine-4-carboxylate

There total 13 articles about Ethyl 1-methylpiperidine-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-carbethoxypiperidine (1126-09-6) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → ethyl 1-methylisonipecotate (24252-37-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; acetic acid; at 20 ℃; for 3.5h; under 2999.46 Torr;

DOI:10.1002/ejoc.200500060

Reference yield: 86.0%

methanol (67-56-1) + 4-carbethoxypiperidine (1126-09-6) → ethyl 1-methylisonipecotate (24252-37-7)

Guidance literature:

With [RhCl₂(p-cymene)]2; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 250 ℃; under 37503.8 Torr; Flow reactor;

DOI:10.1039/c8gc03328e

Reference yield: 85.0%

ethyl 1-methyl-1,2,5,6-tetrahydropyridine-4-carboxylate (40175-06-2) → ethyl 1-methylisonipecotate (24252-37-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 24h; under 2250.2 - 3000.2 Torr;

upstream raw materials:

1-methylpiperidine-4-carboxylic acid

isonicotinic acid ethylester

1-methyl-4-ethoxycarbonylpyridinium iodide

4-carbethoxypiperidine

Downstream raw materials:

4-benzoyl-1-methyl-piperidine-4-carboxylic acid ethyl ester

1-methyl-4-piperidinemethanol

4-ethoxycarbonyl-1-methyl-1-[4-(7-phenyl-3,4-dihydronaphthalene-2-carboxamido)benzyl]piperidinium chloride

11-(1-methylpiperidin-4-ylidene)-6,11-dihydro-5H-imidazo[2,1-b][3]benzazepine

Refernces

• 1、 Labes, Ricardo,Mateos, Carlos,Battilocchio, Claudio,Chen, Yiding,Dingwall, Paul,Cumming, Graham R.,Rincón, Juan A.,Nieves-Remacha, Maria José,Ley, Steven V.. "Fast continuous alcohol amination employing a hydrogen borrowing protocol". supporting information. p. 59 - 63. Retrieved 2019/01/11.
• 2、 -. "2-OXO-2- (2-PHENYL-5,6,7,8-TETRAHYDRO-INDOLIZIN-3-YL) -ACETAMIDE DERIVATIVES AND RELATED COMPOUNDS AS ANTIFUNGAL AGENTS". Page/Page column 13-14. . Retrieved 2011/02/15.