4-amino-2-ethoxy-N-(morpholin-2-ylmethyl)benzamide

Base Information

• Chemical Name: 4-amino-2-ethoxy-N-(morpholin-2-ylmethyl)benzamide
• CAS No.: 170799-30-1
• Molecular Formula: C14H21N3O3
• Molecular Weight: 279.339
• DSSTox Substance ID: DTXSID20434621
• Mol file: 170799-30-1.mol

Synonyms:170799-30-1;Des-5'-chloro-4-fluorobenzyl Mosapride;4-amino-2-ethoxy-N-(morpholin-2-ylmethyl)benzamide;SCHEMBL3633425;DTXSID20434621;FT-0665893;Des-5 inverted exclamation mark -chloro-4-fluorobenzyl Mosapride

Chemical Property of 4-amino-2-ethoxy-N-(morpholin-2-ylmethyl)benzamide

Chemical Property:

• PSA: 89.10000
• LogP: 1.87050
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 279.15829154
• Heavy Atom Count: 20
• Complexity: 314

Purity/Quality:

97% ^*data from raw suppliers

Des-5'-chloro-4-fluorobenzyl mosapride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=CC(=C1)N)C(=O)NCC2CNCCO2
• Uses: Intermediate in the preparation of Mosapride and its metabolites.

Technology Process of 4-amino-2-ethoxy-N-(morpholin-2-ylmethyl)benzamide

There total 1 articles about 4-amino-2-ethoxy-N-(morpholin-2-ylmethyl)benzamide 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: 94.0%

mosapride (112885-41-3) → 4-amino-2-ethoxy-N-(2-morpholinylmethyl)benzamide (170799-30-1)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; water; at 50 ℃; under 760 Torr;

DOI:10.1248/cpb.43.699

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:

4-amino-2-ethoxy-N-(2-morpholinylmethyl)benzamide (170799-30-1) → (+/-)-4-amino-5-chloro-2-ethoxy-N-(2-morpholinylmethyl)-benzamide hydrochloride

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / methanol; CHCl₃ / 4 h / Ambient temperature

2: 91 percent / N-chlorosuccinimide / dimethylformamide / 1 h / 70 °C

3: 83 percent / 10percent aq. HCl / 3 h / Heating

With hydrogenchloride; N-chloro-succinimide; In methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1248/cpb.43.699

upstream raw materials:

mosapride

Downstream raw materials:

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

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.