5-BroModescyano CitalopraM

Base Information

• Chemical Name: 5-BroModescyano CitalopraM
• CAS No.: 64169-39-7
• Molecular Formula: C19H21BrFNO
• Molecular Weight: 378.284
• UNII: 63L06KXW8L
• Nikkaji Number: J2.307.302A
• Wikidata: Q27263619
• ChEMBL ID: CHEMBL1215695
• Mol file: 64169-39-7.mol

Synonyms:5-BroModescyano CitalopraM;1-(4-Fluorophenyl)-1-(3-diMethylaMinopropyl)-5-broMophthalane;5-BroMo-1-(4-fluorophenyl)-1,3-dihydro-N,N-diMethyl-1-isobenzofuranpropanaMine;Citalopram EP Impurity F

Chemical Property of 5-BroModescyano CitalopraM

Chemical Property:

• Boiling Point: 417.7±45.0 °C(Predicted)
• PKA: 9.58±0.28(Predicted)
• Density: 1.318±0.06 g/cm3(Predicted)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 377.07906
• Heavy Atom Count: 23
• Complexity: 386

Purity/Quality:

97% ^*data from raw suppliers

5-Bromodescyano Citalopram ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCCC1(C2=C(CO1)C=C(C=C2)Br)C3=CC=C(C=C3)F
• Uses: 5-Bromodescyano Citalopram (Citalopram EP Impurity F) is a Citalopram (C505000) impurity.

Technology Process of 5-BroModescyano CitalopraM

There total 5 articles about 5-BroModescyano CitalopraM 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: 99.2%

(4-bromo-2-hydroxyethyl) phenyl-(4-fluorophenyl)-(3-dimethylaminopropyl) methanol hydrochloride (508169-73-1) → 3-(5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-1-yl)-N,N-dimethylpropan-1-amine (64169-39-7)

Guidance literature:

(4-bromo-2-hydroxyethyl) phenyl-(4-fluorophenyl)-(3-dimethylaminopropyl) methanol hydrochloride; With phosphoric acid; In water; at 90 ℃; for 1h; Heating / reflux;

With ammonia; In water; toluene; at 10 - 25 ℃;

Reference yield: 95.2%

→ 3-(5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-1-yl)-N,N-dimethylpropan-1-amine (64169-39-7)

Guidance literature:

Reference yield: 83.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-(5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-1-yl)propan-1-amine → 3-(5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-1-yl)-N,N-dimethylpropan-1-amine (64169-39-7)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In water; acetonitrile; at 20 ℃; for 4h; pH=<7;

DOI:10.1039/c6cc06356j

upstream raw materials:

4-(4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzobromide

(4-bromo-2-hydroxyethyl) phenyl-(4-fluorophenyl)-(3-dimethylaminopropyl) methanol hydrochloride

formaldehyd

Downstream raw materials:

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

rac-desmethylcitalopram

[⁽¹²⁵⁾I]-{3-[5-iodo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-1-yl]propyl}dimethylamine

3-(1-(4-fluorophenyl)-5-phenyl-1,3-dihydroisobenzofuran-1-yl)-N,N-dimethylpropan-1-amine

Refernces

• 1、 Lee, Hong Geun,Milner, Phillip J.,Placzek, Michael S.,Buchwald, Stephen L.,Hooker, Jacob M.. "Virtually instantaneous, room-temperature [11C]-cyanation using biaryl phosphine Pd(0) complexes". supporting information. p. 648 - 651. Retrieved 2015/01/30.
• 2、 -. "IMPROVED PROCESS FOR THE MANUFACTURE OF CITALOPRAM HYDROBROMIDE". Page/Page column 10. . Retrieved 2008/06/13.