120004-79-7

Basic information

• Product Name: 3,4-Dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone
• Synonyms: 3,4-DIHYDRO-7-(4-CHLOROBUTOXY)-2(1H)-QUINOLINONE;7-(4-CHLOROBUTOXY)-3,4-DIHYDRO-2(1H)-QUINOLINONE;7-(4-Chlorobutoxy)-3,4-Dihydro-2(1H)-quinoline;ARP-B-7-(4-HALOBUTOXY)-3,4-DIHYDROCARBOSTYRIL;7-(4-CHLOROBUTOXY)-3,4-DIHYDRO-2(1H)-QUINOLONE;7-(4-CHLOROBUTOXY)-3,4-DIHYDRO2(1H)-QUINOLINONE:99+%;7-(4-CHLOROBUTOXY)-3,4-DIHYDROC2(1H)-QUINOLINONE;7-(4-chlorobutoxy)-1,2,3,4-tetrahydroquinolin-2-one
• CAS NO: 120004-79-7
• Molecular Formula: C₁₃H₁₆ClNO₂
• Molecular Weight: 253.72
• Product Categories: INTERMEDIATESOFARIPIPRAZOLE
• Mol File: 120004-79-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: 100-102 °C(Solv: ethanol (64-17-5))
• Boiling Point: 448.925 °C at 760 mmHg
• Flash Point: 225.302 °C
• Appearance: White to off-white crystalline powder
• Density: 1.187 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.543
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 14.41±0.20(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 3,4-Dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone(120004-79-7)
• EPA Substance Registry System: 3,4-Dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone(120004-79-7)

Safety Data

• Hazardous Substances Data: 120004-79-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 120004-79-7 differently. You can refer to the following data:
1. 3,4-Dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone is used in the synthesis of aripiprazole, an antipsychotic oral drug used in the treatment of Schizophrenia.
2. 7-(4-Chlorobutoxy)-3,4-dihydro-2(1H)-quinolinone is used in the synthesis of aripiprazole, an antipsychotic oral drug used in the treatment of Schizophrenia.

InChI:InChI=1/C13H16ClNO2/c14-7-1-2-8-17-11-5-3-10-4-6-13(16)15-12(10)9-11/h3,5,9H,1-2,4,6-8H2,(H,15,16)

Upstream product

• 6940-78-9 4-chlorobutyl bromide 
• 22246-18-0 7-hydroxy-3,4-dihydro-2-(1H)-quinolinone 
• 110-56-5 1,4-dichlorobutane 

Downstream Products

• 72723-16-1 deschloro-aripiprazole 
• 129722-12-9 aripiprazole 
• 913611-97-9 Brexpiprazole 
• 913613-82-8 7-(4-chlorobutoxy)quinoline-2(1H)-one 
• 882880-12-8 7-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-oxy)butoxy)-3,4-dihydroquinoline-2(1H)-one 
• 173456-48-9 7-{4-[4-(4-Benzyloxy-2,3-dichloro-phenyl)-piperazin-1-yl]-butoxy}-3,4-dihydro-1H-quinolin-2-one 

Relevant articles and documents

Industry-Oriented Route Evaluation and Process Optimization for the Preparation of Brexpiprazole

Efforts toward route evaluation and process optimization for the preparation of brexpiprazole (1) are described. Starting from commercially available dihydroquinolinone 11, a three-step synthesis route composed of O-alkylation, oxidation, and N-alkylation was selected for industry-oriented process development aiming to reduce side reactions and achieve better impurity profiles. The reaction conditions of the three steps were investigated, and the control strategy for the process-related impurities was established. The optimized process was validated on the kilogram scale and now is viable for commercialization, with the results of not less than 99.90% purity of 1 (by HPLC) and not more than 0.05% of persistent impurities 15 and 16.

Method for preparing

The invention relates to a preparation method of brexpiprazole and an intermediate thereof; the method includes the steps of carrying out a reaction of a compound represented by the formula II with 1-bromo-4-chlorobutane in a reaction solvent to obtain a compound represented by the formula III, in the presence of 2,3-dicyano-5,6-dichlorobenzoquinone, oxidizing the compound represented by the formula III into a compound represented by the formula IV, carrying out a reaction of the compound represented by the formula IV with a compound represented by the formula V to obtain brexpiprazole, then carrying out hydrochloride formation and refining, adding an alkali, and allowing brexpiprazole to drift away. The purity of brexpiprazole obtained by the method is more than 99.5%, the total yield is more than 80%, the process is simple and the cost is low.

A benzothiophene compound of preparation method (by machine translation)

The invention belongs to the field of pharmaceutical chemistry, in particular to a benzothiophene compound preparation method. The present invention has offered a kind of benzo thiophene structure I of the compound of preparation method, route is short, high yield, the operation is simple. Compound II as intermediate for preparing compound I, II by the compound as the starting material for preparing a compound I, high yield, high purity, it is suitable for industrial production. (by machine translation)