Ethyl 4-((2-amino-4-chlorophenyl)amino)piperidine-1-carboxylate

Base Information

• Chemical Name: Ethyl 4-((2-amino-4-chlorophenyl)amino)piperidine-1-carboxylate
• CAS No.: 53786-45-1
• Molecular Formula: C14H20 Cl N3 O2
• Molecular Weight: 297.785
• European Community (EC) Number: 258-775-8
• UNII: UK7KX7K5VT
• DSSTox Substance ID: DTXSID9057765
• Nikkaji Number: J279.503E
• Wikidata: Q72434641
• ChEMBL ID: CHEMBL3182812
• Mol file: 53786-45-1.mol

Synonyms:53786-45-1;Ethyl 4-((2-amino-4-chlorophenyl)amino)piperidine-1-carboxylate;ethyl 4-(2-amino-4-chloroanilino)piperidine-1-carboxylate;ethyl 4-[(2-amino-4-chlorophenyl)amino]piperidine-1-carboxylate;DTXSID9057765;EINECS 258-775-8;1-PIPERIDINECARBOXYLIC ACID,4-[(2-AMINO-4-CHLOROPHENYL)AMINO]-,ETHYL ESTER;1-Piperidinecarboxylic acid, 4-((2-amino-4-chlorophenyl)amino)-, ethyl ester;1-Piperidinecarboxylic acid, 4-[(2-amino-4-chlorophenyl)amino]-, ethyl ester;UK7KX7K5VT;CHEMBL3182812;DTXCID0031554;SCHEMBL11022630;AMY40991;Ethyl4-((2-amino-4-chlorophenyl)amino)piperidine-1-carboxylate;Tox21_113929;MFCD03931057;RB3291;1-Piperidinecarboxylicacid, 4-[(2-amino-4-chlorophenyl)amino]-, ethyl ester;AKOS009236170;DS-2554;SB43128;NCGC00262934-01;CAS-53786-45-1;CS-0151555;FT-0696405;A870630;SR-01000944900;SR-01000944900-1;1-Carbethoxy-4-(2-amino-4-chloroanilino)-piperidine;Ethyl 4-((2-amino-4-chlorophenyl)-amino)piperidine-1-carboxylate;ETHYL 4-(2-AMINO-4-CHLOROANILINO)-1-PIPERIDINECARBOXYLATE;Ethyl 4-[(2-amino-4-chlorophenyl)amino]-1-piperidinecarboxylate;4-[(2-Amino-4-chlorophenyl)amino]-1-piperidinecarboxylic acid ethyl ester

Chemical Property of Ethyl 4-((2-amino-4-chlorophenyl)amino)piperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 3.27E-09mmHg at 25°C
• Boiling Point: 475.6°Cat760mmHg
• PKA: 4.70±0.11(Predicted)
• Flash Point: 241.4°C
• PSA: 67.59000
• Density: 1.29g/cm³
• LogP: 3.54710
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 297.1244046
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl4-((2-amino-4-chlorophenyl)amino)piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1CCC(CC1)NC2=C(C=C(C=C2)Cl)N
• Uses: Ethyl 4-((2-Amino-4-chlorophenyl)amino)piperidine-1-carboxylate is an impurity of Domperidone(D531100); a novel peripheral dopamine receptor antagonist that does not cross the blood-brain barrier; anti-emetic. Domperidone(Motilium) is a dopamine blocker and an antidopaminergic reagent.

Technology Process of Ethyl 4-((2-amino-4-chlorophenyl)amino)piperidine-1-carboxylate

There total 5 articles about Ethyl 4-((2-amino-4-chlorophenyl)amino)piperidine-1-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: 93.0%

4-(4-chloro-2-nitro-anilino)-piperidine-1-carboxylic acid ethyl ester (53786-44-0) → ethyl 4-[(2-amino-4-chlorophenyl)amino]piperidine-1-carboxylate (53786-45-1)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; ethanol; for 1h; Ambient temperature;

DOI:10.1021/jm00388a012

Reference yield:

ethyl 4-aminopiperidine-1-carboxylate (58859-46-4) → ethyl 4-[(2-amino-4-chlorophenyl)amino]piperidine-1-carboxylate (53786-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Na₂CO₃, KI / various solvent(s) / 28 h / 160 °C

2: 93 percent / H₂ / Raney Ni / ethanol; tetrahydrofuran / 1 h / Ambient temperature

With hydrogen; sodium carbonate; potassium iodide; nickel; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00388a012

Reference yield:

2,5-dichloronitrobenzene (89-61-2) → ethyl 4-[(2-amino-4-chlorophenyl)amino]piperidine-1-carboxylate (53786-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Na₂CO₃, KI / various solvent(s) / 28 h / 160 °C

2: 93 percent / H₂ / Raney Ni / ethanol; tetrahydrofuran / 1 h / Ambient temperature

With hydrogen; sodium carbonate; potassium iodide; nickel; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00388a012

upstream raw materials:

4-(4-chloro-2-nitro-anilino)-piperidine-1-carboxylic acid ethyl ester

ethyl 4-aminopiperidine-1-carboxylate

2,5-dichloronitrobenzene

Downstream raw materials:

axamozide

4-(5-chloro-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboxylic acid ethyl ester

5-chloro-1-(piperidin-4-yl)-1,3-dihydro-2H-benzo[d]imidazol-2-one

Refernces

• 1、 Burgey, Christopher S.,Stump, Craig A.,Nguyen, Diem N.,Deng, James Z.,Quigley, Amy G.,Norton, Beth R.,Bell, Ian M.,Mosser, Scott D.,Salvatore, Christopher A.,Rutledge, Ruth Z.,Kane, Stefanie A.,Koblan, Kenneth S.,Vacca, Joseph P.,Graham, Samuel L.,Williams, Theresa M.. "Benzodiazepine calcitonin gene-related peptide (CGRP) receptor antagonists: Optimization of the 4-substituted piperidine". . p. 5052 - 5056. Retrieved 2007/10/03.
• 2、 -. "Neuroleptic n-oxacyclyl-alkylpiperidine derivatives". . . Retrieved 2008/06/13.