112809-27-5

Basic information

• Product Name: 4-(4-CYANOBENZYL)-1,2,4-TRIAZOLE
• Synonyms: 4-(4-CYANOBENZYL)-1,2,4-TRIAZOLE;4-((4H-1,2,4-TRIAZOL-4-YL)METHYL)BENZONITRILE
• CAS NO: 112809-27-5
• Molecular Formula: C₁₀H₈N₄
• Molecular Weight: 184.2
• Mol File: 112809-27-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 412.1 °C at 760mmHg
• Flash Point: 203 °C
• Appearance: /
• Density: 1.19 g/cm³
• Vapor Pressure: 5.31E-07mmHg at 25°C
• Refractive Index: 1.642
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly, Heated), Methanol (Slightly)
• PKA: 2.76±0.10(Predicted)
• CAS DataBase Reference: 4-(4-CYANOBENZYL)-1,2,4-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-CYANOBENZYL)-1,2,4-TRIAZOLE(112809-27-5)
• EPA Substance Registry System: 4-(4-CYANOBENZYL)-1,2,4-TRIAZOLE(112809-27-5)

Safety Data

• Hazardous Substances Data: 112809-27-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 112809-27-5 differently. You can refer to the following data:
1. 4-(4-Cyanobenzyl)-1,2,4-triazole is an intermediate in the synthesis of Letrozole (L330100), an oral, non-steroidal, aromatase inhibitor generally used to treat breast cancer as a result of hormone re sponse after surgery.
2. 4-(4-Cyanobenzyl)-1,2,4-triazole is an intermediate in the synthesis of Letrozole (L330100), an oral, non-steroidal, aromatase inhibitor generally used to treat breast cancer as a result of hormone response after surgery.

InChI:InChI=1/C10H8N4/c11-5-9-1-3-10(4-2-9)6-14-7-12-13-8-14/h1-4,7-8H,6H2

Upstream product

• 288-88-0 1,2,4-Triazole 
• 17201-43-3 4-cyanobenzyl bromide 
• 288-88-0 1,2,4-Triazole 

Downstream Products

• 112809-52-6 4-[α-(4-cyano-phenyl)-1-(1,3,4-triazol-1-yl)-methyl]-benzonitrile 
• 112809-51-5 letrozol 
• 112809-28-6 4-[1-(1,3,4-triazolyl)methyl]benzonitrile hydrochloride 
• 112809-26-4 4-(1H-1,2,4-triazol-1-ylmethyl)benzonitrile hydrochloride 

Relevant articles and documents

Taming Ambident Triazole Anions: Regioselective Ion Pairing Catalyzes Direct N-Alkylation with Atypical Regioselectivity

Controlling the regioselectivity of ambident nucleophiles toward alkylating agents is a fundamental problem in heterocyclic chemistry. Unsubstituted triazoles are particularly challenging, often requiring inefficient stepwise protection-deprotection strategies and prefunctionalization protocols. Herein we report on the alkylation of archetypal ambident 1,2,4-triazole, 1,2,3-triazole, and their anions, analyzed by in situ 1H/19F NMR, kinetic modeling, diffusion-ordered NMR spectroscopy, X-ray crystallography, highly correlated coupled-cluster computations [CCSD(T)-F12, DF-LCCSD(T)-F12, DLPNO-CCSD(T)], and Marcus theory. The resulting mechanistic insights allow design of an organocatalytic methodology for ambident control in the direct N-alkylation of unsubstituted triazole anions. Amidinium and guanidinium receptors are shown to act as strongly coordinating phase-transfer organocatalysts, shuttling triazolate anions into solution. The intimate ion pairs formed in solution retain the reactivity of liberated triazole anions but, by virtue of highly regioselective ion pairing, exhibit alkylation selectivities that are completely inverted (1,2,4-triazole) or substantially enhanced (1,2,3-triazole) compared to the parent anions. The methodology allows direct access to 4-alkyl-1,2,4-triazoles (rr up to 94:6) and 1-alkyl-1,2,3-triazoles (rr up to 99:1) in one step. Regioselective ion pairing acts in effect as a noncovalent in situ protection mechanism, a concept that may have broader application in the control of ambident systems.

Process for the Preparation of Letrozole

The present invention relates to the process for the preparation of Letrozole free from its regioisomer (7) and other impurities by selective extraction of desired intermediate (3) using suitable solvent and mixture of solvents.

PROCESS FOR THE PREPARATION OF LETROZOLE

The present invention relates to the process for the preparation of Letrozole free from its regioisomer (7) and other impurities by selective extraction of desired intermediate (3) using suitable solvent and mixture of solvents.