847063-13-2

Basic information

• Product Name: 1-[[2-(4-Chlorophenyl)ethyl]amino]-2-hydroxypropane
• Synonyms: 1-[[2-(4-Chlorophenyl)ethyl]amino]-2-hydroxypropane;2-Propanol, 1-[[2-(4-chlorophenyl)ethyl]aMino]-;Lorcaserin Intermediate 1;1-[[2-(4-chlorophenyl)ethyl]amino]-2-Propanol
• CAS NO: 847063-13-2
• Molecular Formula: C₁₁H₁₆ClNO
• Molecular Weight: 213.7
• EINECS: 1308068-626-2
• Product Categories: 5-HT 2c receptor agonist
• Mol File: 847063-13-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 342.336 °C at 760 mmHg
• Flash Point: 160.839 °C
• Appearance: /
• Density: 1.122 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.539
• Storage Temp.: 2-8°C
• PKA: 14.85±0.20(Predicted)
• CAS DataBase Reference: 1-[[2-(4-Chlorophenyl)ethyl]amino]-2-hydroxypropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[[2-(4-Chlorophenyl)ethyl]amino]-2-hydroxypropane(847063-13-2)
• EPA Substance Registry System: 1-[[2-(4-Chlorophenyl)ethyl]amino]-2-hydroxypropane(847063-13-2)

Safety Data

• Hazardous Substances Data: 847063-13-2(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

1-((4-chlorophenethyl)amino)propan-2-ol is a useful intermediate used in the preparation of lorcaserin.

InChI:InChI=1/C11H16ClNO/c1-9(14)8-13-7-6-10-2-4-11(12)5-3-10/h2-5,9,13-14H,6-8H2,1H3

Upstream product

• 937-20-2 p-chlorophenacyl chloride 
• 1875-88-3 2-(4-Chlorophenyl)ethanol 
• 156-41-2 4-chlorophenylethylamine 
• 127-00-4 1-Chloro-2-propanol 
• 140-53-4 p-chlorobenzyl cyanide 
• 75-56-9 methyloxirane 
• 32327-70-1 1-chloro-4-(2-chloroethyl)benzene 
• 78-96-6 3-amino-2-propanol 
• 6529-53-9 1-(2-bromoethyl)-4-chlorobenzene 
• 1030624-36-2 2-(4-chlorophenyl)-N-(2-hydroxypropyl)acetamide 
• 1030624-39-5 2-(4-chlorobenzyl)-5-methyl-4,5-dihydrooxazole 
• 1878-66-6 4-chlorophenylacetic Acid 

Downstream Products

• 953789-37-2 1-[[2-(4-chlorophenyl)ethyl]amino]-2-chloropropane hydrochloride 
• 616201-80-0 (+/-)-Lorcaserin 
• 846589-98-8 Lorcaserin hydrochloride 
• 824430-78-6 bis((R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine) L-(+)-tartarate 
• 824430-78-6 2C₁₁H₁₄ClN*C₄H₆O₆ 
• 1006037-59-7 (S)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride 
• 1030624-41-9 1-((4-chlorophenethyl)amino)propan-2-ol hydrochloride 

Relevant articles and documents

Preparation method of lorcaserin intermediate

The invention relates to a preparation method of a lorcaserin intermediate 1-[2-(4-chlorphenyl)-ethylamino]-2-propanol, which specifically comprises the following steps: carrying out bromination reaction on p-chlorophenethyl alcohol serving as a starting material to obtain 4-chlorphenyl ethyl bromide, and condensing with isopropanolamine to obtain a target product. Hydrobromic acid is used as a bromination reagent, potassium carbonate is used as a condensation reaction acid-binding agent, potassium iodide is used as a condensation reaction catalyst, the yield of the technological process is high, three wastes are few, the cost is low, the operation is simple, the safety is good, and industrial production requirements are met.

Preparation method for hemihydrate lorcaserin hydrochloride

The invention discloses a preparation method for hemihydrate lorcaserin hydrochloride. The preparation method comprises the following steps: (1) making a compound shown as a formula III react with ammonia to obtain a compound shown as a formula II; (2) under the protection of nitrogen gas, dissolving the compound shown as the formula II in an organic solvent, adding a hydrogen chloride solution of which the solvent is the organic solvent to salify, and adding water and cyclohexane to form a hemihydrate in order to obtain the compound shown as a formula I, wherein the organic solvent is isopropanol or 1,4-dioxane. In the preparation method disclosed by the invention, ammonium hydroxide substitutes for potassium carbonate in the prior art, so that unqualified ignition residues of a finial product caused by potassium chloride generated after salt removal can be avoided; an isopropoxide hydrochloride solution substitutes for the conventional hydrogen chloride gas, so that other impurities can be prevented from being introduced in a preparation process under the improper control of dosage and rate of the gas.

Lorcaserin hydrochloride hemihydrate preparation method

The invention provides a lorcaserin hydrochloride hemihydrate preparation method. The method comprises the following steps: taking ethylamine as an initial raw material, performing an aminolysis ring-opening reaction with epoxypropane, chloridizing the material, performing friedel-Crafts alkylation cyclization on the material, splitting the material with tartaric acid, dissociating tartrate and forming hydrochloride to obtain the lorcaserin hydrochloride hemihydrate. The preparation method has the characteristics of less reaction steps, mild reaction condition, low cost of a comprehensive reagent, less three wastes, simple post-treatment and simple operation, so that the preparation method has the advantage of brand new, economy and environmental protection, high efficiency, and realization of industrial production.