Benzamide, 4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-(methyl(methylsulfonyl)amino)-

Base Information

• Chemical Name: Benzamide, 4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-(methyl(methylsulfonyl)amino)-
• CAS No.: 68256-20-2
• Molecular Formula: C17H26ClN3O4S
• Molecular Weight: 403.924
• DSSTox Substance ID: DTXSID30987779
• ChEMBL ID: CHEMBL279604
• Mol file: 68256-20-2.mol

Synonyms:BRN 0453733;68256-20-2;Benzamide, 4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-(methyl(methylsulfonyl)amino)-;C17H26ClN3O4S;CHEMBL279604;SCHEMBL11083251;DTXSID30987779;XOUZIGCMSMPFJW-UHFFFAOYSA-N;LS-26092;N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-chloro-5-(N-methylmethanesulfonamido)benzamide;4-Chloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-[(methanesulfonyl)(methyl)amino]-2-methoxybenzene-1-carboximidic acid

Chemical Property of Benzamide, 4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-(methyl(methylsulfonyl)amino)-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.269g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 403.1332552
• Heavy Atom Count: 26
• Complexity: 583

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1CCCC1CNC(=O)C2=CC(=C(C=C2OC)Cl)N(C)S(=O)(=O)C

Technology Process of Benzamide, 4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-(methyl(methylsulfonyl)amino)-

There total 7 articles about Benzamide, 4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-(methyl(methylsulfonyl)amino)- 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:

methyl 4-chloro-2-methoxy-5-nitrobenzoate (109069-75-2) → 4-Chloro-N-(1-ethyl-pyrrolidin-2-ylmethyl)-5-(methanesulfonyl-methyl-amino)-2-methoxy-benzamide (68256-20-2)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / PtO₂ / methanol

2: pyridine / 0.5 h

3: K₂CO₃ / acetone / 1.5 h / Heating

4: 10percent NaOH aq. / methanol / 0.17 h / 85 °C

5: SOCl₂ / 0.5 h / Heating

6: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; sodium hydroxide; thionyl chloride; hydrogen; potassium carbonate; triethylamine; platinum(IV) oxide; In methanol; dichloromethane; acetone;

DOI:10.1021/jm00375a009

Reference yield:

5-Amino-4-chloro-2-methoxy-benzoic acid methyl ester (70752-47-5) → 4-Chloro-N-(1-ethyl-pyrrolidin-2-ylmethyl)-5-(methanesulfonyl-methyl-amino)-2-methoxy-benzamide (68256-20-2)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 0.5 h

2: K₂CO₃ / acetone / 1.5 h / Heating

3: 10percent NaOH aq. / methanol / 0.17 h / 85 °C

4: SOCl₂ / 0.5 h / Heating

5: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; sodium hydroxide; thionyl chloride; potassium carbonate; triethylamine; In methanol; dichloromethane; acetone;

DOI:10.1021/jm00375a009

Reference yield:

4-Chloro-5-methanesulfonylamino-2-methoxy-benzoic acid methyl ester (90763-14-7) → 4-Chloro-N-(1-ethyl-pyrrolidin-2-ylmethyl)-5-(methanesulfonyl-methyl-amino)-2-methoxy-benzamide (68256-20-2)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / acetone / 1.5 h / Heating

2: 10percent NaOH aq. / methanol / 0.17 h / 85 °C

3: SOCl₂ / 0.5 h / Heating

4: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With sodium hydroxide; thionyl chloride; potassium carbonate; triethylamine; In methanol; dichloromethane; acetone;

DOI:10.1021/jm00375a009

upstream raw materials:

1-ethyl-2-pyrrolidinemethanamine

methyl 4-chloro-2-methoxy-5-nitrobenzoate

5-Amino-4-chloro-2-methoxy-benzoic acid methyl ester

4-Chloro-5-methanesulfonylamino-2-methoxy-benzoic acid methyl ester