90754-65-7

Basic information

• Product Name: 4-(4-FLUOROBENZYL)MORPHOLINE
• Synonyms: 4-(4-FLUOROBENZYL)MORPHOLINE
• CAS NO: 90754-65-7
• Molecular Formula: C₁₁H₁₄FNO
• Molecular Weight: 195.23
• Mol File: 90754-65-7.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(4-FLUOROBENZYL)MORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-FLUOROBENZYL)MORPHOLINE(90754-65-7)
• EPA Substance Registry System: 4-(4-FLUOROBENZYL)MORPHOLINE(90754-65-7)

Safety Data

• Hazardous Substances Data: 90754-65-7(Hazardous Substances Data)

Usage

Description

4-(4-Fluorobenzyl)morpholine is a chemical compound that features a morpholine ring substituted with a 4-fluorobenzyl group. This structure endows it with unique properties that are beneficial in the context of pharmaceutical and agrochemical development. Its potential to modulate various biological processes makes it a promising candidate for use in the pharmaceutical industry, while the 4-fluorobenzyl group contributes specific characteristics that can be advantageous in drug design. The morpholine ring further enhances its pharmacokinetic profile, rendering 4-(4-fluorobenzyl)morpholine a valuable component in medicinal chemistry research.

Uses

Used in Pharmaceutical Industry:
4-(4-Fluorobenzyl)morpholine is used as an intermediate in the synthesis of pharmaceuticals for its ability to modulate various biological processes. The presence of the 4-fluorobenzyl group allows for the fine-tuning of drug properties, potentially leading to the development of more effective medications.
Used in Agrochemical Synthesis:
In the agrochemical industry, 4-(4-Fluorobenzyl)morpholine is utilized as an intermediate in the creation of compounds designed to protect crops and enhance agricultural productivity. Its unique structural features can contribute to the development of novel agrochemicals with improved performance and selectivity.
Used in Medicinal Chemistry Research:
4-(4-Fluorobenzyl)morpholine is employed as a valuable building block in medicinal chemistry research. Its structural attributes, including the morpholine ring, offer opportunities for the design of new pharmaceutical agents with optimized pharmacokinetic properties, potentially leading to safer and more effective treatments.

Upstream product

• 110-91-8 morpholine 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 459-57-4 4-fluorobenzaldehyde 
• 502-00-1 p-fluorobenzyl acetate 
• 459-56-3 4-fluorobenzylic alcohol 
• 1233656-32-0 C₁₆H₁₈FO₄P 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 3859-77-6 toluene-4-sulfonic acid-(4-fluoro-benzyl ester) 
• 459-46-1 4-Fluorobenzyl bromide 
• 352-32-9 p-fluorotoluene 

Relevant articles and documents

Continuous photochemical benzylic bromination using: In situ generated Br2: Process intensification towards optimal PMI and throughput

The detailed development of photochemical benzylic brominations using a NaBrO3/HBr bromine generator in continuous flow mode is reported. Optimization of the bromine generator enables highly efficient mass utilization by HBr recycling, coupled with fast interphase transfer within a microstructured photochemical reactor (405 nm LEDs). Intensification of the reaction system, including complete removal of organic solvent, allowed a reduction in PMI from 13.25 to just 4.33. The photochemical transformation achieved exceptionally high throughput, providing complete conversion in residence times as low as 15 s. The organic solvent-free preparation of two pharmaceutically relevant building blocks was demonstrated with outstanding mass efficiency, by monobromination (1.17 kg scale in 230 min, PMI = 3.08) or dibromination (15 g scale in 20 min, PMI = 3.64).

A Transmetalation Reaction Enables the Synthesis of [18F]5-Fluorouracil from [18F]Fluoride for Human PET Imaging

Translation of new 18F-fluorination reactions to produce radiotracers for human positron emission tomography (PET) imaging is rare because the chemistry must have useful scope and the process for 18F-labeled tracer production must be robust and simple to execute. The application of transition metal mediators has enabled impactful 18F-fluorination methods, but to date none of these reactions have been applied to produce a human-injectable PET tracer. In this article we present chemistry and process innovations that culminate in the first production from [18F]fluoride of human doses of [18F]5-fluorouracil, a PET tracer for cancer imaging in humans. The first preparation of nickel σ-aryl complexes by transmetalation from arylboronic acids or esters was developed and enabled the synthesis of the [18F]5-fluorouracil precursor. Routine production of >10 mCi doses of [18F]5-fluorouracil was accomplished with a new instrument for azeotrope-free [18F]fluoride concentration in a process that leverages the tolerance of water in nickel-mediated 18F-fluorination.

Highly efficient amination in neat water of benzyl chlorides with dialkylformamides catalysed by N-heterocyclic carbene-palladium(II)-1- methylimidazole complex

Dialkylformamides are excellent N-sources in the amination of benzyl chlorides when catalysed by a NHC-Pd(II)-Im complex. In the presence of NaOH and the catalyst, variously substituted benzyl chlorides and five different dialkylformamides reacted smoothly to afford the corresponding N,N-dialkyl-benzylamines in good to almost quantitative yields in eco-friendly solvent water at 50 °C within 3 h.