rac-cis-N-Desmethyl Sertraline Hydrochloride

Base Information

• Chemical Name: rac-cis-N-Desmethyl Sertraline Hydrochloride
• CAS No.: 91797-57-8
• Molecular Formula: C₁₆H₁₅Cl₂N*ClH
• Molecular Weight: 328.669
• Mol file: 91797-57-8.mol

Synonyms:cis-(-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine Hydrochloride;cis- 4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine Hydrochloride;Norsertraline hydrochloride solution;Sertraline N-Desmethyl Impurity

Chemical Property of rac-cis-N-Desmethyl Sertraline Hydrochloride

Chemical Property:

• Melting Point: 301-303°C
• Flash Point: 9℃
• PSA: 26.02000
• LogP: 6.42120
• Storage Temp.: -20°C Freezer

Purity/Quality:

99% ^*data from raw suppliers

(±)-Norsertralinehydrochloridesolution 100?μg/mLinmethanol(asfreebase),ampuleof1?mL,certifiedreferencemateri ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A racemate of a metabolite of Sertraline. N-Desmethyl sertraline is significantly less active analogue as compared to the methylated compound, Sertraline

Technology Process of rac-cis-N-Desmethyl Sertraline Hydrochloride

There total 15 articles about rac-cis-N-Desmethyl Sertraline Hydrochloride 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: 95.0%

N-((1S,4R)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-4-yl)acetamide (1097616-52-8) → (1R,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride salt (675126-08-6,1310676-34-6,675126-10-0,91797-57-8)

Guidance literature:

With hydrogenchloride; water; In isopropyl alcohol; at 110 ℃; for 120h; optical yield given as %ee;

DOI:10.1002/chem.200802303

Reference yield: 71.0%

(1R,4S)-4-(3,4-dichlorophenyl)-N-[(1R)-1-(4-methoxyphenyl)ethyl]-1,2,3,4-tetrahydronaphthalen-1-amine → (1R,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride salt (675126-08-6,1310676-34-6,675126-10-0,91797-57-8)

Guidance literature:

(1R,4S)-4-(3,4-dichlorophenyl)-N-[(1R)-1-(4-methoxyphenyl)ethyl]-1,2,3,4-tetrahydronaphthalen-1-amine; With trifluoroacetic acid; for 24h; Reflux;

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 17h;

Reference yield:

(1S,4R)-N-[4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-formamide (674768-15-1) → (1S,4R)-trans 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-napthalenamine hydrochloride (675126-07-5,1310676-34-6,675126-10-0,91797-57-8)

Guidance literature:

With hydrogenchloride; In methanol; at 80 ℃; for 2h;

upstream raw materials:

(1S,4R)-N-[4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-formamide

(1R,4S)-N-[4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-formamide

N-((1S,4R)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-4-yl)acetamide

C₂₀H₂₁Cl₂NOS

Downstream raw materials:

N-((1S,4R)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-4-yl)acetamide