2-Methoxy-4-amino-5-chlorobenzoic acid 2-piperazinoethyl ester

Base Information

• Chemical Name: 2-Methoxy-4-amino-5-chlorobenzoic acid 2-piperazinoethyl ester
• CAS No.: 307973-17-7
• Molecular Formula: C14H20ClN3O3
• Molecular Weight: 313.784
• DSSTox Substance ID: DTXSID60444860
• Nikkaji Number: J1.431.604C
• Wikidata: Q82263134
• ChEMBL ID: CHEMBL125005
• Mol file: 307973-17-7.mol

Synonyms:CHEMBL125005;307973-17-7;2-Methoxy-4-amino-5-chlorobenzoic acid 2-piperazinoethyl ester;2-piperazin-1-ylethyl 4-amino-5-chloro-2-methoxybenzoate;DTXSID60444860;BDBM50092541;4-Amino-5-chloro-2-methoxy-benzoic acid 2-piperazin-1-yl-ethyl ester

Chemical Property of 2-Methoxy-4-amino-5-chlorobenzoic acid 2-piperazinoethyl ester

Chemical Property:

• Melting Point: 244 °C
• Boiling Point: 490.6±45.0 °C(Predicted)
• PSA: 76.82000
• Density: 1.246±0.06 g/cm3(Predicted)
• LogP: 1.84070
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 313.1193192
• Heavy Atom Count: 21
• Complexity: 339

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1C(=O)OCCN2CCNCC2)Cl)N

Technology Process of 2-Methoxy-4-amino-5-chlorobenzoic acid 2-piperazinoethyl ester

There total 1 articles about 2-Methoxy-4-amino-5-chlorobenzoic acid 2-piperazinoethyl 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:

4-amino-5-chloro-2-methoxybenzoic acid 2-bromoethyl ester (172679-60-6) → 4-amino-5-chloro-2-methoxy-benzoic acid 2-piperazin-1-yl-ethyl ester (307973-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / acetonitrile / 18 h / 20 °C

2: 96 percent / anisole; CF₃COOH / CH₂Cl₂ / 6 h

With methoxybenzene; trifluoroacetic acid; In dichloromethane; acetonitrile;

DOI:10.1021/jm0009538

Reference yield: 91.0%

heptanedioic acid (111-16-0) + 4-amino-5-chloro-2-methoxy-benzoic acid 2-piperazin-1-yl-ethyl ester (307973-17-7) → C35H48Cl2N6O8

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm050234z

Reference yield: 68.0%

1,12-dodecanedioic acid (693-23-2) + 4-amino-5-chloro-2-methoxy-benzoic acid 2-piperazin-1-yl-ethyl ester (307973-17-7) → C40H58Cl2N6O8

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm050234z

upstream raw materials:

4-amino-5-chloro-2-methoxybenzoic acid 2-bromoethyl ester