1256584-75-4

Basic information

• Product Name: tert-butyl 6-cyano-2-(2-(4-ethyl-3-iodophenyl)propan-2-yl)-1H-indole-3-carboxylate
• Synonyms: tert-butyl 6-cyano-2-(2-(4-ethyl-3-iodophenyl)propan-2-yl)-1H-indole-3-carboxylate;tert-butyl 6-cyano-2-(2-(4-ethyl-3-iodophenyl)propan-2-yl)-1H-indole-3-carboxylate-10;6-cyano-2-(2-(4-ethyl-3-iodophenyl)propan-2-yl)-1H-indole-3-carboxylate;2-Methyl-2-propanyl 6-cyano-2-[2-(4-ethyl-3-iodophenyl)-2-propany l]-1H-indole-3-carboxylate
• CAS NO: 1256584-75-4
• Molecular Formula: C25H27IN2O2
• Molecular Weight: 514.39855
• Mol File: 1256584-75-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 609.3±55.0 °C(Predicted)
• Appearance: /
• Density: 1.43±0.1 g/cm3(Predicted)
• PKA: 14.00±0.30(Predicted)
• CAS DataBase Reference: tert-butyl 6-cyano-2-(2-(4-ethyl-3-iodophenyl)propan-2-yl)-1H-indole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 6-cyano-2-(2-(4-ethyl-3-iodophenyl)propan-2-yl)-1H-indole-3-carboxylate(1256584-75-4)
• EPA Substance Registry System: tert-butyl 6-cyano-2-(2-(4-ethyl-3-iodophenyl)propan-2-yl)-1H-indole-3-carboxylate(1256584-75-4)

Safety Data

• Hazardous Substances Data: 1256584-75-4(Hazardous Substances Data)

Usage

Uses

tert-?Butyl 6-?Cyano-?2-?(2-?(4-?ethyl-?3-?iodophenyl)?propan-?2-?yl)?-?1H-?indole-?3-?carboxylate is an intermediate of Alectinib (C183360), a highly selective and potent anaplastic lymphoma kinase (ALK) inhibitor capable of blocking the resistant gatekeeper mutant, which results in reduced cell growth.

Upstream product

• 1256584-74-3 tert-butyl 4-(4-ethyl-3-iodo-phenyl)-4-methyl-3-oxo-pentanoate 
• 939-80-0 4-chloro-3-nitrobenzonitrile 
• 40052-13-9 mono-tert-butyl malonate 
• 1256584-73-2 2-(4-ethyl-3-iodophenyl)-2-methylpropanoic acid 
• 1247119-83-0 2-(4-ethylphenyl)-2-methyl-propanoic acid 
• 698394-59-1 methyl 2-(4-ethylphenyl)-2-methyl-propanoate 
• 698394-60-4 2-bromo-1-(4-ethylphenyl)-2-methyl-propan-1-one 
• 100-41-4 ethylbenzene 

Downstream Products

• 1256580-46-7 C⁽²⁴⁸⁾H₅₄₀₂ 

Relevant articles and documents

Preparation method of alectinib

The invention provides a preparation method of alectinib. The method comprises the following steps: taking 3-(4-ethylphenyl)-3-methylbutane-2-one as an initial raw material, carrying out an iodinationreaction on the initial raw material and an iodination reagent, and reacting obtained 3-(3-iodo-4-ethylphenyl)-2-methylbutane-2-one with a carbonylation reagent; carrying out a substitution reactionon obtained 4-(3-iodo-4-ethylphenyl)-4-methyl-3-oxovalerate and 4-chloro-3-nitro-benzonitrile in an alkaline environment, carrying out a reduction condensation reaction on obtained 4-(3-iodo-4-ethylphenyl)-2-(2-nitro-4-cyanophenyl)-4-methyl-3-oxovalerate, carrying out a cyclization reaction on obtained 6-cyano-2-(2-(4-ethyl-3-iodophenyl)prop-2-yl)-1H-methyl indole-3-carboxylate, and carrying out asubstitution reaction on obtained 9-ethyl-8-iodo-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile and 4-(4-piperidyl)morpholine to obtain a finished product, namely the alectinib.The preparation method of alectinib has the main beneficial effects that the raw materials are cheap and are easy to obtain, the synthetic route is simple, the synthetic process is green and environmentally friendly, and industrial production is facilitated.

A NOVEL PROCESS FOR THE PREPARATION OF AN INTERMEDIATE OF ALECTINIB

The present invention provides a novel process for the preparation of 2-(4-Ethyl-3-iodophenyl)-2-methylpropanoic acid of Formula (I), (I) which is a key intermediate in the synthesis of Alectinib or its salt of Formula (II).