4-(Methoxycarbonyl)piperidin-1-ium

Base Information

• Chemical Name: 4-(Methoxycarbonyl)piperidin-1-ium
• CAS No.: 2971-79-1
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID10952167
• Wikidata: Q72492227
• Mol file: 2971-79-1.mol

Synonyms:DTXSID10952167;4-(Methoxycarbonyl)piperidin-1-ium

Chemical Property of 4-(Methoxycarbonyl)piperidin-1-ium

Chemical Property:

• Appearance/Colour: White to off-white crysrallic powder
• Vapor Pressure: 0.457mmHg at 25°C
• Melting Point: 50oC
• Refractive Index: 1.465
• Boiling Point: 193.8 °C at 760 mmHg
• PKA: 9.78±0.10(Predicted)
• Flash Point: 71 °C
• PSA: 42.91000
• Density: 1.021 g/cm³
• LogP: 0.70200
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform
• Water Solubility.: Slightly soluble in water.
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 144.102453689
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

99%Min ^*data from raw suppliers

IsonipecoticAcidMethylEster ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC[NH2+]CC1
• Uses: Methyl piperidine-4-carboxylate is a reactant for C-2 arylation of piperidines through directed transition metal-catalyzed sp3 C-H activation. It is used as a reactant for synthesis of antitubercular agents, aminopyrazine inhibitors, orally available naphthyridine protein kinase D inhibitors and a scalable catalyst from asymmetric hydrogenation of sterically demanding aryl enamide. Methyl isonipecotate may be used for the synthesis of a series of potent non-urea soluble epoxide hydrolase (sEH) inhibitors via high throughput screens. 4-Piperidinecarboxylic acid methyl ester is a an ester derivative of 4-piperidinecarboxylic acid used as a reagent in the organic synthesis of neurochemicals, antibacterials and other biologically active compounds.

Technology Process of 4-(Methoxycarbonyl)piperidin-1-ium

There total 10 articles about 4-(Methoxycarbonyl)piperidin-1-ium 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: 99.0%

methanol (67-56-1) + isonipecotic acid (498-94-2) → isonipecotic acid methyl ester (2971-79-1)

Guidance literature:

With thionyl chloride; at 0 ℃; Reflux;

DOI:10.1021/acs.jmedchem.0c02042

Reference yield: 93.0%

4-pyridinecarboxylic acid, methyl ester (2459-09-8) → isonipecotic acid methyl ester (2971-79-1)

Guidance literature:

With platinum on carbon; hydrogen; In acetic acid; at 80 ℃; under 22502.3 Torr; Continuous flow;

DOI:10.1002/ejoc.200801131

Reference yield: 89.0%

N-tritylisonipecotic acid methyl ester (1262670-73-4) → isonipecotic acid methyl ester (2971-79-1)

Guidance literature:

With ammonium cerium (IV) nitrate; water; acetic acid; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.118

upstream raw materials:

isonipecotic acid

4-pyridinecarboxylic acid, methyl ester

methanol

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

Downstream raw materials:

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

1-acetyl-piperidine-4-carboxylic acid methyl ester