4-acetamido-N-((4-acetylmorpholin-2-yl)methyl)-2-ethoxybenzamide

Base Information

• Chemical Name: 4-acetamido-N-((4-acetylmorpholin-2-yl)methyl)-2-ethoxybenzamide
• CAS No.: 170799-31-2
• Molecular Formula: C18H25N3O5
• Molecular Weight: 363.414
• DSSTox Substance ID: DTXSID00440563
• Mol file: 170799-31-2.mol

Synonyms:170799-31-2;N,N-Diacetyl Des-5'-chloro-4-fluorobenzyl Mosapride;4-acetamido-N-((4-acetylmorpholin-2-yl)methyl)-2-ethoxybenzamide;4-acetamido-N-[(4-acetylmorpholin-2-yl)methyl]-2-ethoxybenzamide;4-(Acetylamino)-N-[(4-acetyl-2-morpholinyl)methyl]-2-ethoxy-benzamide;SCHEMBL3629733;DTXSID00440563;FT-0666335;N,N-Diacetyl Des-5 inverted exclamation mark -chloro-4-fluorobenzyl Mosapride

Chemical Property of 4-acetamido-N-((4-acetylmorpholin-2-yl)methyl)-2-ethoxybenzamide

Chemical Property:

• Boiling Point: 637.2±55.0 °C(Predicted)
• PKA: 13.89±0.46(Predicted)
• PSA: 103.95000
• Density: 1.214±0.06 g/cm3(Predicted)
• LogP: 2.18300
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 363.17942091
• Heavy Atom Count: 26
• Complexity: 513

Purity/Quality:

97% ^*data from raw suppliers

N,N-DiacetylDes-5’-chloro-4-fluorobenzylMosapride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=CC(=C1)NC(=O)C)C(=O)NCC2CN(CCO2)C(=O)C

Technology Process of 4-acetamido-N-((4-acetylmorpholin-2-yl)methyl)-2-ethoxybenzamide

There total 2 articles about 4-acetamido-N-((4-acetylmorpholin-2-yl)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: 90.0%

acetic anhydride (108-24-7) + 4-amino-2-ethoxy-N-(2-morpholinylmethyl)benzamide (170799-30-1) → N-<(4-acetyl-2-morpholinyl)methyl>-4-(acetylamino)-2-ethoxybenzamide (170799-31-2)

Guidance literature:

In methanol; chloroform; for 4h; Ambient temperature;

DOI:10.1248/cpb.43.699

Reference yield:

mosapride (112885-41-3) → N-<(4-acetyl-2-morpholinyl)methyl>-4-(acetylamino)-2-ethoxybenzamide (170799-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / H₂, AcOH / 10percent Pd/C / ethanol; H₂O / 50 °C / 760 Torr

2: 90 percent / methanol; CHCl₃ / 4 h / Ambient temperature

With hydrogen; acetic acid; palladium on activated charcoal; In methanol; ethanol; chloroform; water;

DOI:10.1248/cpb.43.699

Reference yield: 91.0%

N-<(4-acetyl-2-morpholinyl)methyl>-4-(acetylamino)-2-ethoxybenzamide (170799-31-2) → N-<(4-acetyl-2-morpholinyl)methyl>-4-(acetylamino)-5-chloro-2-ethoxybenzamide (170799-32-3)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; at 70 ℃; for 1h;

DOI:10.1248/cpb.43.699

upstream raw materials:

acetic anhydride

4-amino-2-ethoxy-N-(2-morpholinylmethyl)benzamide

mosapride

Downstream raw materials:

N-<(4-acetyl-2-morpholinyl)methyl>-4-(acetylamino)-5-chloro-2-ethoxybenzamide

Refernces

• 1、 Kato,Morie,Yoshida. "Synthesis and biological activities of metabolites of mosapride, a new gastroprokinetic agent". . p. 699 - 702. Retrieved 2007/10/02.