5203-15-6

Basic information

• Product Name: 4-(2-Methylpropoxy)benzonitrile
• Synonyms: 4-(2-Methylpropoxy)benzonitrile
• CAS NO: 5203-15-6
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.22702
• Mol File: 5203-15-6.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-(2-Methylpropoxy)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Methylpropoxy)benzonitrile(5203-15-6)
• EPA Substance Registry System: 4-(2-Methylpropoxy)benzonitrile(5203-15-6)

Safety Data

• Hazardous Substances Data: 5203-15-6(Hazardous Substances Data)

Usage

Uses

4-Isobutoxybenzonitrile is used as a reactant in the synthesis of Febuxostat.

Upstream product

• 3328-57-2 sodium 4-cyanophenolate 
• 78-77-3 Isobutyl bromide 
• 767-00-0 4-cyanophenol 
• 78-83-1 2-methyl-propan-1-ol 
• 1194-02-1 4-fluorobenzonitrile 
• 513-36-0 isobutyryl chloride 
• 513-38-2 Isobutyl iodide 

Downstream Products

• 221076-43-3 4-isobutoxybenzothioamide 
• 4734-09-2 1-[4-(2-methylpropyloxy)phenyl]methanamine 
• 639863-75-5 1-(isocyanatomethyl)-4-(2-methylpropoxy)benzene 
• 639863-77-7 1-(4-fluorobenzyl)-3-(4-isobutoxybenzyl)-1-(piperidin-4-yl)urea 
• 161798-03-4 2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester 
• 160844-75-7 2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester 
• 144060-53-7 febuxostat 
• 706779-91-1 N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide 
• 1080491-31-1 N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N’-(4-(2-methylpropyloxy)phenylmethyl)carbamide tartaric acid 

Relevant articles and documents

PROCESS FOR THE MANUFACTURING OF PIMAVANSERIN

The present invention relates to a new process for manufacturing 1-(4-fluorobenzyl)-3-(4-iso-butoxyphenyl)-1-(1-methylpiperidin-4-yl)urea, with the INN name pimavanserin, and its hemitartrate salt.

COMPOUNDS, SALTS THEREOF AND METHODS FOR TREATMENT OF DISEASES

The present disclosure relates to compounds according to Formulae disclosed herein, useful for treating diseases.

A method for preparing [...] (by machine translation)

The invention discloses a method for preparing [...], comprises the following steps: 3 - chloromethyl - 4 - [...] with sodium bicarbonate reaction of material A; then with sodium hydrosulfide, sodium hydroxide reaction and get the substance B; then with 2 - chloro acetyl ethyl acetate reaction and get the substance C; then reacted with hydroxylamine hydrochloride and get the substance D, finally in the hydrolysis to obtain [...] under alkaline conditions. The material of the invention is cheap, simple and convenient operation, novel routes, environmental protection, high yield, the prepared [...] purity is good. (by machine translation)

A vinyl [...] lin key intermediate for the preparation of (by machine translation)

The invention discloses a matching [...] lin key intermediate of the preparation method. Synthetic route a The method of the invention the raw materials used in safety, and low cost, effectively reduces the production cost. The method of the invention mild reaction conditions, can avoid the toxicity and the operation is not easy to use phosgene, industrial is easy to realize. (by machine translation)

Method for safely preparing pimavanserin and tartrate thereof by utilizing triphosgene

The invention discloses a method for safely preparing pimavanserin and tartrate thereof by utilizing triphosgene. The synthetic route is as shown in the specification. The raw materials used by the method disclosed by the invention are safe, the cost is low, and the production cost is effectively reduced. The method disclosed by the invention is mild in reaction conditions, usage of phosgene thatis high in toxicity and difficult to operate can be avoided, and industrial production is easily realized.

Preparation method of febuxostat intermediate, and application thereof in preparation of febuxostat

The invention provides a preparation method of a compound of structural formula II. The method comprises the following steps: 1) reacting a compound of structural formula VII under the action of an alkylating agent and an alkali to obtain a compound of structural formula VI; 2) reacting the compound of structural formula VI to obtain a compound of structural formula V; 3) reacting the compound ofthe structural formula V with urotropine under an acidic condition in the absence of a solvent to obtain a compound of structural formula IV; 4) reacting the compound of the structural formula IV withhydroxylamine hydrochloride in the presence of an alkali, and dehydrating the obtained reaction product to obtain a compound of structural formula III; and 5) performing a ring closing reaction on the compound of the structural formula III and the compound of the structural formula VIII to obtain the compound of structural formula II. The invention also provides an application of the preparationmethod in the synthesis of febuxostat. The method has the advantages of simplicity in operation, high yield, few side reactions and no highly toxic substances, and is suitable for industrial production as a novel method for preparing the febuxostat intermediate. R in the formulas is a C1-C4 alkyl group.

PROCESSES AND INTERMEDIATES FOR THE PREPARATION OF PIMAVANSERIN

The present disclosure relates to novel, safe and efficient processes for the synthesis of Pimavanserin and salts thereof, as well as novel intermediates that can be used in these processes.

Method for Preparing Pimavanserin

Provided is a method for preparing pimavanserin including reacting an intermediate compound represented by Formula (II) with N-(4-fluorobenzyl)-1-methylpiperidin-4-amine or a salt thereof, or reacting an intermediate compound represented by Formula (IV) with 4-isobutoxybenzylamine or a salt thereof, wherein L represents a heteroaryl group, —OR1 or halogen, and wherein R1 represents C1 to C10 alkyl or aryl. The present disclosure provides the method for preparing pimavanserin without the use of isocyanate intermediate.

METHODS FOR PREPARING N-(4-FLUOROBENZYL)-N-(1-METHYLPIPERIDIN-4-YL)-N'-(4-(2-METHYLPROPYLOXY)PHENYLMETHYL)CARBAMIDE AND ITS TARTRATE SALT AND POLYMORPHIC FORM C

Disclosed herein are methods for obtaining N-(4-fluorobenzyl)-N-(l-methylpiperidin-4-yl)-N'-(4-(2-methylpropyloxy)phenylmethyl) carbamide (pimavanserin) comprising the step of contacting an intermediate according to Formula (A) or a salt thereof, with an intermediate Formula B, or a salt thereof, to produce pimavanserin or a salt thereof wherein Y is -ORi or -NR2aR2b; R3 is hydrogen or substituted or unsubstituted heteroalicyclyl, R4 is substituted or unsubstituted aralkyl; X is -OR22 or -NR23R24; (wherein R22 is hydrogen or substituted or unsubstituted C1-6alkyl and one of R23 and R24 is hydrogen and the other is hydrogen or N- methylpiperidin-4-yl); and R21 is -OCH2CH(CH3)2 or F; Also disclosed herein is the tartrate salt of N-(4-fluorobenzyl)-N-(l-methylpiperidin-4-yl)-N'-(4-(2-methylpropyloxy)phenylmethyl) carbamide and methods for obtaining the salt.

Compound 2 - (3-aldehyde group-4-isobuoxy phenyl) - 4-methyl-thiazole-5-carboxylic acid ethyl ester and non-cloth rope Tanzania method for the preparation of

The invention provides a preparation method of 2-(3-formyl-4-isobutoxy phenyl)-4-methyl thiazole-5-ethyl formate which is obtained by using 4-isobutoxy cyanophenyl as an initial raw material and through a series of reactions. The invention also provides a preparation method of febuxostat, which comprises the following steps: reacting 2-(3-formyl-4-isobutoxy phenyl)-4-methyl thiazole-5-ethyl formate with hydroxylamine hydrochloride under the action of a catalyst to obtain a compound with a structure as shown in formula (VIII); hydrolyzing the compound with the structure as shown in formula (VIII) under an alkaline condition, and performing acidification to obtain febuxostat. The preparation method of the invention prepares febuxostat without using cyanides, and is high in safety. The preparation methods of the invention are simple in operation and high in yield. Experiment results show that the yield of step (A) is up to 90%, the yield of step (B) is up to 85%, the yield of step (C) is up to 90%, the yield of step (D) is up to 90%, and the yield of step (E) is up to 97%.