N-(1-benzylpiperidin-4-yl)-2,3-dimethoxybenzamide

Base Information

• Chemical Name: N-(1-benzylpiperidin-4-yl)-2,3-dimethoxybenzamide
• CAS No.: 92138-58-4
• Molecular Formula: C21H26N2O3
• Molecular Weight: 354.449
• ChEMBL ID: CHEMBL123282
• DSSTox Substance ID: DTXSID80536473
• Nikkaji Number: J578.039J
• Wikidata: Q82411139
• Mol file: 92138-58-4.mol

Synonyms:N-(1-benzylpiperidin-4-yl)-2,3-dimethoxybenzamide;92138-58-4;CHEMBL123282;N-(1-BENZYL-4-PIPERIDINYL)-2,3-DIMETHOXYBENZAMIDE;DTXSID80536473;BDBM50007525;AKOS003382241;CCG-300432;N-(1-Benzyl-piperidin-4-yl)-2,3-dimethoxy-benzamide

Chemical Property of N-(1-benzylpiperidin-4-yl)-2,3-dimethoxybenzamide

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 354.19434270
• Heavy Atom Count: 26
• Complexity: 431

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1OC)C(=O)NC2CCN(CC2)CC3=CC=CC=C3

Technology Process of N-(1-benzylpiperidin-4-yl)-2,3-dimethoxybenzamide

There total 3 articles about N-(1-benzylpiperidin-4-yl)-2,3-dimethoxybenzamide 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-1-benzylpiperidine (50541-93-0) + 2,3-dimethoxybenzoyl chloride (7169-06-4) → 2,3-Dimethoxy-N-<1-(phenylmethyl)-4-piperidinyl>benzamide hydrochloride (92138-58-4)

Guidance literature:

In chloroform; for 0.5h; Yield given; Heating;

DOI:10.1016/0223-5234(90)90145-S

Reference yield:

2,3-dimethoxybenzoic acid (1521-38-6) → 2,3-Dimethoxy-N-<1-(phenylmethyl)-4-piperidinyl>benzamide hydrochloride (92138-58-4)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride, dimethylformamide / toluene / 2 h / 60 °C

2: CHCl₃ / 0.5 h / Heating

With thionyl chloride; N,N-dimethyl-formamide; In chloroform; toluene;

DOI:10.1016/0223-5234(90)90145-S

Reference yield:

4-amino-1-benzylpiperidine (50541-93-0) + 2,3-dimethoxybenzoic acid (1521-38-6) → 2,3-Dimethoxy-N-<1-(phenylmethyl)-4-piperidinyl>benzamide hydrochloride (92138-58-4)

Guidance literature:

With chloroformic acid ethyl ester; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 45 min, 2.) CH₂Cl₂, RT, 2 h;

DOI:10.1021/jm00075a028

upstream raw materials:

4-amino-1-benzylpiperidine

2,3-dimethoxybenzoic acid

2,3-dimethoxybenzoyl chloride

Downstream raw materials:

2,3-dimethoxy-N-(piperidin-4-yl)benzamide