154477-54-0

Usage

Chemical Properties

Brown Oil

Uses

Different sources of media describe the Uses of 154477-54-0 differently. You can refer to the following data:
1. Fexofenadine intermediate. Antihistaminic and antiallergic agent
2. 4-(4-Chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic Acid Methyl Ester is a fexofenadine (F322490) intermediate. Antihistaminic and antiallergic agent.

InChI:InChI=1/C15H19ClO3/c1-15(2,14(18)19-3)12-8-6-11(7-9-12)13(17)5-4-10-16/h6-9H,4-5,10H2,1-3H3

Upstream product

• 169280-21-1 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionic acid 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 57625-74-8 methyl 2-methyl-2-phenylpropionate 
• 4635-59-0 4-Chlorobutanoyl chloride 
• 169032-17-1 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionitrile 
• 31469-15-5 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene 
• 4559-96-0 1-(4-bromophenyl)-4-chlorobutan-1-one 
• 71-43-2 benzene 
• 169280-26-6 2-(4-(1-Oxo-1-cyclopropanyl)-phenyl)-2-methylpropanol 
• 515-40-2 neophyl chloride 
• 108-86-1 bromobenzene 
• 547-63-7 Methyl isobutyrate 
• 140-29-4 phenylacetonitrile 

Downstream Products

• 252022-32-5 Methyl 2-[4-(1-hydroxy-4-chlorobutyl)phenyl]isobutyrate 
• 83799-24-0 fexofenadine 
• 154825-96-4 fexofenadine methyl ester 
• 189064-48-0 4-[4-[4-(Hydroxydiphenylmethyl-)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylbenzeneacetic acid methyl ester 
• 154477-55-1 methyl 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butanoyl)phenyl)-2-methylpropanoate 
• 169280-25-5 2-(4-(4-Chloro-1-oxo-butyl))-phenyl-2-methylpropanol 
• 1451149-72-6 methyl 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)-1,1-dimethoxybutyl)phenyl)-2-methyl-propanoate 
• 1451149-73-7 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)-1,1-dimethoxybutyl)phenyl)-2-methyl-propanoic acid 
• 1451149-74-8 methyl 2-(4-(4-chloro-1,1-dimethoxybutyl)phenyl)-2-methyl-propanoate 
• 937009-94-4 methyl 3-{4-[4-(hydroxydiphenylmetyl)-1-piperidinyl]-1-oxobutyl}-α,α-dimethylbenzeneacetate 
• 169280-33-5 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-oxobutyl]-α,α-dimethylbenzeneacetic acid, methyl ester hydrochloride 

Relevant academic research and scientific papers

Preparation method of fexofenadine

The invention provides a preparation method of fexofenadine, which comprises the following steps: by using bromobenzene as a raw material, carrying out Friedel-Crafts acylation reaction to obtain 4'-bromo-4-chlorophenone ; enabling 4'-bromo-4-chlorobutanone and 1-methoxy-1-(trimethylsiloxy)-2-methyl-1-propene to subjected to coupling reaction to obtain 2-[4-(4 -chloro-1-butyryl)phenyl]-2-methyl methyl propionate; and sequentially carrying out N-alkylation, carbonyl reduction and alkaline hydrolysis on 2-[4-(4 -chloro-1-butyryl)phenyl]-2-methylpropanoate to obtain fexofenadine. The method has the advantages of cheap and easily available raw materials, easiness in operation, high yield, low cost, no meta-isomer, suitability for industrial production and the like.

Synthetic method of fexofenadine intermediate

The invention provides a synthetic method of a fexofenadine intermediate 2-[4-[4-[4-(hydroxybenzhydryl)-1-piperidyl]-butyryl]phenyl]-2- methylmethacrylate. The method comprises the following steps: methylation of phenylacetonitrile which is used as a raw material, basic hydrolysis, weinreb amidation reaction, Friedel-crafts reaction, acid hydrolysis, esterification and condensation. The method has the following advantages: raw materials and auxiliary materials are cheap and easily available; yield is high; cost is low; there is no meta-isomer; and the method is suitable for industrial production.

INTERMEDIATES USEFUL FOR THE SYNTHESIS OF FEXOFENADINE, PROCESSES FOR THEIR PREPARATION AND FOR THE PREPARATION OF FEXOFENADINE

Intermediates useful for the synthesis of fexofenadine, processes for their preparation and processes for the synthesis of fexofenadine are described.

A process for producing 4-(4-halo-1-oxybutyl)-alpha,alpha-dimethylbenzene acetic acid or alkyl esters thereof

Disclosed herein is a process for large scale production of pure 4-(4-halo-1-oxybutyl)-α,α-dimethylbenzene acetic acid or alkyl esters thereof, wherein the process comprises of condensing (2-halo-1,1-dimethyl-ethyl)benzene with acetate salt followed by acylation with ω-halo compound, hydrolyzing and cyclizing the resultant regioisomers, subsequently oxidizing and purifying to obtain pure regioisomer, further halogenating and/or esterifying the para regioisomer to produce 4-(4-halo-1-oxybutyl)-α,α-dimethylbenzene acetic acid or their alkyl esters.

PROCESS FOR PREPARING FEXOFENADINE

A process for preparing fexofenadine is described, comprising the purification of 4-[4-chloro-l-oxobutyl]-2,2-dimethylphenyl acetic acid alkyl ester by means of suspension in a hydrocarbon, preferably n-heptane. The compound thus obtained is dissolved in a suitable solvent and condensed with azacyclanol to give the compound shown below (I) where R is an alkyl radical, which is then hydrolysed and reduced to give fexofenadine.

INDUSTRIAL PROCESS OF FEXOFENADINE HYDROCHLORIDE WITH CONTROLLED SIDE PRODUCTS

The present invention relates to a process for the preparation of Anhydrous Fexofenadine Hydrochloride with controlled level of side products. Another aspect of the present invention is purification of Fexofenadine base free of meta isomer of fexofenadine base and fexofenadinone.

Process for production of carebastine

Processes are disclosed for preparing piperidine derivative compounds of the formulae I, II or III:

Process for production of piperidine derivatives

Processes are disclosed for preparing piperidine derivative compounds of the formulae I, II or III: The processes involve reacting a compound of formula Ia, IIa or IIIa with isobutyrate or an isobutyrate equivalent.

FEXOFENADINE POLYMORPHS AND PROCESSES OF PREPARING THE SAME

Anhydrous crystalline fexofenadine hydrochloride Form C, crystalline fexofenadine acetate monohydrate Form D, crystalline fexofenadine acetate dihydrate Form E and crystalline fexofenadine free base monohydrate Form F, processes of preparing the same, pharmaceutical compositions thereof, therapeutic uses thereof and methods of treatment therewith.

Intermediates useful for the preparation of antihistaminic piperidine derivatives

The present invention is related to a novel intermediates and processes which are useful in the preparation of certain antihistaminic piperidine derivatives of the formula whereinW represents —C(=O)— or —CH(OH)—;R1 represents hydrogen or hydroxy;R2 represents hydrogen;R1 and R2 taken together form a second bond between the carbon atoms bearing R1 and R2;n is an integer of from 1 to 5;m is an integer 0 or 1;R3 is —COOH or —COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched each of A is hydrogen or hydroxy; andpharmaceutically acceptable salts and individual optical isomers thereof, with the proviso that where R1 and R2 are taken together to form a second bond between the carbon atoms bearing R1 and R2 or where R1 represented hydroxy, m is an integer 0.