Citalopram carboxylic acid impurity

Base Information

• Chemical Name: Citalopram carboxylic acid impurity
• CAS No.: 440121-09-5
• Molecular Formula: C₂₀H₂₂FNO₃
• Molecular Weight: 343.398
• European Community (EC) Number: 691-125-5
• DSSTox Substance ID: DTXSID50881083
• Nikkaji Number: J2.704.973G
• Mol file: 440121-09-5.mol

Synonyms:Citalopram carboxylic acid impurity;440121-09-5;Citalopram carboxylic acid;1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carboxylic acid;1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carboxylic acid;1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carboxylic acid;SCHEMBL6651952;DTXSID50881083;GECQEQCYCDJXJC-UHFFFAOYSA-N;5-Carboxy-1-(4-fluorophenyl)-1-(3-dimethylaminopropyl)-1,3-dihydro-isobenzofuran

Chemical Property of Citalopram carboxylic acid impurity

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 343.15837173
• Heavy Atom Count: 25
• Complexity: 464

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)CCCC1(C2=C(CO1)C=C(C=C2)C(=O)O)C3=CC=C(C=C3)F

Technology Process of Citalopram carboxylic acid impurity

There total 3 articles about Citalopram carboxylic acid impurity 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: 96.0%

1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carboxamide (64372-56-1) → 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carboxylic acid (440121-09-5)

Guidance literature:

With potassium hydroxide; for 3h; Reflux;

DOI:10.1016/j.ejmech.2017.06.036

Reference yield: 91.4%

escitalopram (128196-01-0) → C20H22FNO3 (440121-09-5)

Guidance literature:

With water; sodium hydroxide; for 24h; Reflux;

Reference yield:

1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile (59729-33-8) → 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carboxylic acid (440121-09-5)

Guidance literature:

With hydrogenchloride; for 12h; Reflux;

DOI:10.1021/jm4014136

upstream raw materials:

1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile

1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carboxamide

escitalopram

Downstream raw materials:

C₂₀H₂₂FNO₂

(S)-4-dimethylamino-1-{1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl}-1-butanone