4-Amino-5-chloro-N-((4-((4-cyanophenyl)methyl)-2-morpholinyl)methyl)-2-ethoxybenzamide

Base Information

• Chemical Name: 4-Amino-5-chloro-N-((4-((4-cyanophenyl)methyl)-2-morpholinyl)methyl)-2-ethoxybenzamide
• CAS No.: 112886-47-2
• Molecular Formula: C22H25 Cl N4 O3
• Molecular Weight: 428.9119
• DSSTox Substance ID: DTXSID00920931
• Nikkaji Number: J374.044G
• ChEMBL ID: CHEMBL156193
• Mol file: 112886-47-2.mol

Synonyms:BRN 4273645;4-Amino-5-chloro-N-((4-((4-cyanophenyl)methyl)-2-morpholinyl)methyl)-2-ethoxybenzamide;Benzamide, 4-amino-5-chloro-N-((4-((4-cyanophenyl)methyl)-2-morpholinyl)methyl)-2-ethoxy-;112886-47-2;C22H25ClN4O3;CHEMBL156193;DTXSID00920931;C22-H25-Cl-N4-O3;LS-25410;4-Amino-5-chloro-2-ethoxy-N-[[4-(4-cyanobenzyl)-2-morpholinyl]methyl]benzamide;4-Amino-5-chloro-N-({4-[(4-cyanophenyl)methyl]morpholin-2-yl}methyl)-2-ethoxybenzene-1-carboximidic acid

Chemical Property of 4-Amino-5-chloro-N-((4-((4-cyanophenyl)methyl)-2-morpholinyl)methyl)-2-ethoxybenzamide

Chemical Property:

• Vapor Pressure: 2.2E-14mmHg at 25°C
• Boiling Point: 600.6°Cat760mmHg
• Flash Point: 317°C
• Density: 1.31g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 428.1615184
• Heavy Atom Count: 30
• Complexity: 604

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC(=C(C=C1C(=O)NCC2CN(CCO2)CC3=CC=C(C=C3)C#N)Cl)N

Technology Process of 4-Amino-5-chloro-N-((4-((4-cyanophenyl)methyl)-2-morpholinyl)methyl)-2-ethoxybenzamide

There total 5 articles about 4-Amino-5-chloro-N-((4-((4-cyanophenyl)methyl)-2-morpholinyl)methyl)-2-ethoxybenzamide 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:

2-(N-acetylaminomethyl)-4-benzylmorpholine (112913-96-9) → 4-Amino-5-chloro-N-[4-(4-cyano-benzyl)-morpholin-2-ylmethyl]-2-ethoxy-benzamide (112886-47-2)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂, AcOH / 10percent Pd/C / ethanol / 60 °C

2: K₂CO₃, KI / butan-2-one / 17 h / Heating

3: 10percent HCl / 4 h / Heating

4: 1-ethyl-<3-(dimethylamino)propyl>carbodiimide hydrochloride / CH₂Cl₂ / 4 h / Ambient temperature

With hydrogenchloride; hydrogen; potassium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; palladium on activated charcoal; In ethanol; dichloromethane; butanone;

DOI:10.1021/jm00106a023

Reference yield:

methyl 4-acetamido-2-hydroxybenzoate (4093-28-1) → 4-Amino-5-chloro-N-[4-(4-cyano-benzyl)-morpholin-2-ylmethyl]-2-ethoxy-benzamide (112886-47-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / K₂CO₃ / dimethylformamide / 6 h / 50 °C

2: 97 percent / N-chlorosuccinimide (NCS) / dimethylformamide / 2 h / 70 °C

3: 99 percent / NaOH, H₂O / ethanol / 5 h / Heating

4: 1-ethyl-<3-(dimethylamino)propyl>carbodiimide hydrochloride / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydroxide; N-chloro-succinimide; water; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00106a023

Reference yield:

methyl 4-acetamido-2-ethoxybenzoate (59-06-3) → 4-Amino-5-chloro-N-[4-(4-cyano-benzyl)-morpholin-2-ylmethyl]-2-ethoxy-benzamide (112886-47-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / N-chlorosuccinimide (NCS) / dimethylformamide / 2 h / 70 °C

2: 99 percent / NaOH, H₂O / ethanol / 5 h / Heating

3: 1-ethyl-<3-(dimethylamino)propyl>carbodiimide hydrochloride / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydroxide; N-chloro-succinimide; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00106a023

upstream raw materials:

methyl 4-acetamido-2-hydroxybenzoate

methyl 4-acetamido-2-ethoxybenzoate

2-(N-acetylaminomethyl)-4-benzylmorpholine

N-[4-(4-Cyano-benzyl)-morpholin-2-ylmethyl]-acetamide

Refernces