1(2H)-Pyridinecarboxylic acid, 5,6-dihydro-2-methoxy-, methyl ester

Base Information

• Chemical Name: 1(2H)-Pyridinecarboxylic acid, 5,6-dihydro-2-methoxy-, methyl ester
• CAS No.: 114523-69-2
• Molecular Formula: C8H13 N O3
• Molecular Weight: 171.196
• Mol file: 114523-69-2.mol

Synonyms:N-(Carbomethoxy)-2-methoxy-3,4-didehydropiperidine

Chemical Property of 1(2H)-Pyridinecarboxylic acid, 5,6-dihydro-2-methoxy-, methyl ester

Chemical Property:

• PSA: 38.77000
• LogP: 0.92510

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1(2H)-Pyridinecarboxylic acid, 5,6-dihydro-2-methoxy-, methyl ester

There total 5 articles about 1(2H)-Pyridinecarboxylic acid, 5,6-dihydro-2-methoxy-, methyl ester 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: 77.0%

β-bromo-α-methoxy-N-(methoxycarbonyl)piperidine (113718-34-6) → 1-methoxycarbonyl-2-methoxy-1,2,5,6-tetrahydropyridine (114523-69-2)

Guidance literature:

With electrochem. generated 2-pyrrolidine anion; In N,N-dimethyl-formamide; Ambient temperature; further base;

DOI:10.1016/S0040-4039(01)83864-8

Reference yield: 58.0%

3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester (56475-87-7) + sodium methylate (124-41-4) → 1-methoxycarbonyl-2-methoxy-1,2,5,6-tetrahydropyridine (114523-69-2)

Guidance literature:

3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester; sodium methylate; With bromine;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2004.09.036

Reference yield:

piperidine-1-carboxylic acid methyl ester (1796-27-6) → 1-methoxycarbonyl-2-methoxy-1,2,5,6-tetrahydropyridine (114523-69-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / Et₄NOTs / Electrochemical reaction

2.1: 90 percent / NH₄Cl / Heating

3.1: bromine

3.2: 58 percent / DBU / dimethylformamide

With bromine; tetraethylammonium tosylate; ammonium chloride;

DOI:10.1016/j.tetlet.2004.09.036

upstream raw materials:

β-bromo-α-methoxy-N-(methoxycarbonyl)piperidine

3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester

sodium methylate

piperidine-1-carboxylic acid methyl ester

Downstream raw materials:

1-(methoxycarbonyl)-2-phenyl-1,2,5,6-tetrahydropyridine

1-(methoxycarbonyl)-4-phenyl-1,2,3,4-tetrahydropyridine

1-(methoxycarbonyl)-1,2-dihydropyridine