132335-46-7

Basic information

• Product Name: (S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine
• Synonyms: S-(+)-N,N-DIMETHYL-3-(1-NAPHTHENYLOXY)-3-(2-THIENYL)PROPANAMINE;(S)-(+)-N,N-DIMETHYL-3-(1-NAPHTHALENYLOXY)-3-(2-THIENYL)PROPANAMINE,ENTERPRISE STANDARD;N-Methyl Duloxetine;(S)-(+)-N,N-Dimethyl-3-(1-phthalenyloxy)-3-(2-thienyl)propamine;(s)-(+)-n,n-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine;S-(+)-N,N-DIMETHYL-3-(1-NAPHTHOXY)-3-(2-THIENYL)-PROPYLAMINE OXALATE;N,N-dimethyl-3-naphthalen-1-yloxy-3-thiophen-2-ylpropan-1-amine;(3S)-N,N-dimethyl-3-naphthalen-1-yloxy-3-thiophen-2-ylpropan-1-amine
• CAS NO: 132335-46-7
• Molecular Formula: C₁₉H₂₁NOS
• Molecular Weight: 311.44
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 132335-46-7.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 459.744 °C at 760 mmHg
• Flash Point: 231.845 °C
• Appearance: /
• Density: 1.146
• Storage Temp.: 2-8°C
• PKA: 9.19±0.28(Predicted)
• CAS DataBase Reference: (S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine(132335-46-7)
• EPA Substance Registry System: (S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine(132335-46-7)

Safety Data

• Hazardous Substances Data: 132335-46-7(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

A duloxetine impurity.

Upstream product

• 132335-47-8 (S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate 
• 321-38-0 1-Fluoronaphthalene 
• 116817-11-9 N,N-dimethylamino-3-(1-naphthanyloxy)-3-(2-thienyl)-1-propanamine 
• 124-38-9 carbon dioxide 
• 116539-58-3 Duloxetine 
• 88-15-3 2-Acetylthiophene 
• 878757-07-4 C₁₉H₂₁NOS*C₂₀H₁₈O₈ 
• 90-11-9 1-Bromonaphthalene 
• 132335-44-5 (S)-3-dimethylamino-1-(2-thienyl)propan-1-ol 
• 50-00-0 formaldehyd 
• 132335-49-0 α-[2-(dimethylamino)ethyl](thiophene-2-yl)methanol 
• 5424-47-5 3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride 
• 13636-02-7 3-(N,N-dimethylamino)-1-(thien-2-yl)propan-1-ol 
• 1056204-99-9 (S)-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine di-p-benzoyl-(L)-tartrate 

Downstream Products

• 132335-47-8 (S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate 
• 944259-37-4 (S)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine benzenesulfonate 
• 932013-45-1 (R)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine oxalate 
• 116817-77-7 Duloxetine oxalate 
• 116539-58-3 Duloxetine 
• 116817-13-1 duloxetine 
• 136434-34-9 duloxetine hydrochloride 
• 947686-09-1 (S)-N-methyl-N-phenoxycarbonyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propylamine 

Relevant articles and documents

Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction

A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcohols and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature. Additionally, a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields.

Preparation of duloxetine hydrochloride

The invention belongs to the fields of organic chemistry and pharmaceutical chemistry, and particularly relates to a synthesis technique of duloxetine hydrochloride. By converting the R configuration compound into S configuration, compared with the duloxetine hydrochloride prepared from the single S-configuration compound, the total yield is enhanced by nearly 47%, and the production cost is lowered. 1-chloroethylchloroformate is used instead of phenyl chloro-formate to directly generate the duloxetine hydrochloride during demethylation, thereby reducing the salification step, shortening the production cycle and saving the cost.

Duloxetine hydrochloride salt of basic and duloxetine (by machine translation)

[Problem] to suppress toxic byproducts, and suppressing the formation of decomposition products of high purity optical isomers as well as the method for manufacturing a basic duloxetine hydrochloride duloxetine. [Solution] a basic manufacturing method of duloxetine, [...], potassium hydroxide and toluene in the presence of alcohol in the mixing step, and, by heating the reaction mixture obtained, comprising the step of distilling off the solvent in the reaction portion, a basic manufacturing method of duloxetine. [Drawing] no (by machine translation)