4'-Dehydroxy-4'-fluoroamodiaquine

Base Information

• Chemical Name: 4'-Dehydroxy-4'-fluoroamodiaquine
• CAS No.: 155020-42-1
• Molecular Formula: C₂₀H₂₁ClFN₃
• Molecular Weight: 357.858
• DSSTox Substance ID: DTXSID30165797
• Nikkaji Number: J589.129I
• Wikidata: Q83035025
• ChEMBL ID: CHEMBL283888
• Mol file: 155020-42-1.mol

Synonyms:4'-dehydroxy-4'-fluoroamodiaquine

Chemical Property of 4'-Dehydroxy-4'-fluoroamodiaquine

Chemical Property:

• PSA: 28.16000
• LogP: 5.68570
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 357.1408035
• Heavy Atom Count: 25
• Complexity: 406

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CC1=C(C=CC(=C1)NC2=C3C=CC(=CC3=NC=C2)Cl)F

Technology Process of 4'-Dehydroxy-4'-fluoroamodiaquine

There total 6 articles about 4'-Dehydroxy-4'-fluoroamodiaquine 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: 91.0%

4,7-dichloroquinoline (86-98-6,1138471-54-1) + 3-((diethylamino)methyl)-4-fluoroaniline (163461-20-9) → 7-chloro-4-<4'-fluoro-5'-<(diethylamino)methyl>anilino>quinoline (155020-42-1)

Guidance literature:

4,7-dichloroquinoline; 3-((diethylamino)methyl)-4-fluoroaniline; With hydrogenchloride; In water; acetonitrile; Reflux;

With ammonium hydroxide; In methanol; dichloromethane;

Reference yield:

5-(7-chloro-quinolin-4-ylamino)-2-fluoro-benzaldehyde (1138470-72-0) + diethylamine (109-89-7) → 7-chloro-4-<4'-fluoro-5'-<(diethylamino)methyl>anilino>quinoline (155020-42-1)

Guidance literature:

5-(7-chloro-quinolin-4-ylamino)-2-fluoro-benzaldehyde; diethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 2h;

With sodium tris(acetoxy)borohydride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm8012757

Reference yield:

4-fluoro-3-<(diethylamino)methyl>nitrobenzene hydrochloride → 7-chloro-4-<4'-fluoro-5'-<(diethylamino)methyl>anilino>quinoline (155020-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, PtO₂ / ethanol

2: ethanol / 4 h / Heating

With platinum(IV) oxide; hydrogen; In ethanol;

DOI:10.1021/jm00035a017

upstream raw materials:

4,7-dichloroquinoline

3-((diethylamino)methyl)-4-fluoroaniline

5-(7-chloro-quinolin-4-ylamino)-2-fluoro-benzaldehyde

diethylamine