930075

2-fluoro-6-(pyrimidin-5-yl)aniline

≥95%

• Empirical Formula (Hill Notation): C₁₀H₈FN₃
• CAS Number: 1697040-97-3
• Molecular Weight: 189.19
• UNSPSC Code: 12352106
• NACRES: NA.06

Properties

• Quality Level: 100
• Assay: ≥95%
• form: powder, crystals or chunks
• color: light yellow
• functional group: fluoro
• storage temp.: −20°C
• SMILES string: NC1=C(C2=CN=CN=C2)C=CC=C1F

Description

Application

2-fluoro-6-(pyrimidin-5-yl)aniline is a temporary directing group (TDG) to assist as a co-catalyst for metal catalyzed C-H functionalization. Often in C-H functionalization, an auxiliary compound is used to control site selectivity. These traditionally are covalently bonded to the compound of interest, and must subsequently be removed after functionalization, like a typical protecting group. To simplify the process of C-H functionalization, 2-fluoro-6-(pyrimidin-5-yl)aniline is one of a series of temporary directing groups developed by Deb Maiti′s lab that promote site selectivity without the inclusion of additional synthetic steps.


2-fluoro-6-(pyrimidin-5-yl)aniline is an effective TDG for meta directed C-H functionalization of aldehyde substituted target compounds, with high selectivity.

Other Notes

1. Imine as a linchpin approach for meta-C–H functionalization2. Transient directing ligands for selective metal-catalysed C–H activation

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable