1-Piperidinecarboxylic acid, 4-(chlorocarbonyl)-, ethyl ester

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 4-(chlorocarbonyl)-, ethyl ester
• CAS No.: 146801-00-5
• Molecular Formula: C9H14ClNO3
• Molecular Weight: 219.668
• Mol file: 146801-00-5.mol

Synonyms:4-chlorocarbonyl-1-ethoxycarbonyl-piperidine;4-chlorocarbonylpiperidine-1-carboxylic acid ethyl ester;N-ethoxycarbonyl isonipecotyl chloride;Ethyl 4-(Chlorocarbonyl)-1-piperidinecarboxylate;

Chemical Property of 1-Piperidinecarboxylic acid, 4-(chlorocarbonyl)-, ethyl ester

Chemical Property:

• Boiling Point: 291.9±33.0 °C(Predicted)
• PSA: 46.61000
• Density: 1.235±0.06 g/cm3(Predicted)
• LogP: 1.55820

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl4-(Chlorocarbonyl)-1-piperidinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 4-(Chlorocarbonyl)-1-piperidinecarboxylate, is used as intermediate in the preparation of Risperidone (R525000), which is a combined serotonin (5-HT2) and dopamine (D2) receptor antagonist.

Technology Process of 1-Piperidinecarboxylic acid, 4-(chlorocarbonyl)-, ethyl ester

There total 2 articles about 1-Piperidinecarboxylic acid, 4-(chlorocarbonyl)-, ethyl 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:

1-ethoxycarbonylpiperidine-4-carboxylic acid (118133-15-6) → (1-ethoxycarbonylpiperidin-4-yl)carbonyl chloride (146801-00-5)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; toluene;

Reference yield:

isonipecotic acid (498-94-2) → (1-ethoxycarbonylpiperidin-4-yl)carbonyl chloride (146801-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / toluene / 20 °C

2: thionyl chloride / dichloromethane / 0 °C

With thionyl chloride; sodium carbonate; In dichloromethane; toluene;

DOI:10.1002/ardp.201600081

Reference yield: 98.0%

1-(2-phenylethyl)-1H-imidazole (49823-14-5) + (1-ethoxycarbonylpiperidin-4-yl)carbonyl chloride (146801-00-5) → ethyl 4-{[1-(2-phenylethyl)-1H-imidazole-2-yl]carbonyl}-1-piperidinecarboxylate

Guidance literature:

1-(2-phenylethyl)-1H-imidazole; With triethylamine; In acetonitrile; at 0 - 30 ℃; for 0.5h;

(1-ethoxycarbonylpiperidin-4-yl)carbonyl chloride; In acetonitrile; at 0 - 5 ℃;

upstream raw materials:

1-ethoxycarbonylpiperidine-4-carboxylic acid

isonipecotic acid

Downstream raw materials:

ethyl 4-[(1-benzyl-1H-imidazol-2-yl)carbonyl]-1-piperidinecarboxylate

4-{5-[8-(2,4,6-trimethylbenzenesulfonylamino)octyl]thieno-2-carbonyl}piperidine-1-carboxylic acid ethyl ester

2,4,6-trimethyl-N-[8-(5-piperidin-4-ylmethyl-thien-2-yl)octyl]benzenesulfonamide

[(3-bromo-2-[(1-ethoxycarbonylpiperid-4-yl)carbonyloxy]-5-methoxy-phenyl)methyl]-triphenyl-phosphonium chloride

Refernces

• 1、 -. "ANTIVIRAL ETHERS OF ASPARTATE PROTEASE SUBSTRATE ISOSTERES". . . Retrieved 2008/06/13.