2-Fluoro-6-methylbenzoic acid

CAS Number 90259-27-1

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers, Non-Heterocyclic Building Blocks

2-Fluoro-6-methylbenzoic acid CAS 90259-27-1

A fluorinated benzoic acid building block

Used as a synthesis intermediate for APIs

Overview
Related Products

2-Fluoro-6-methylbenzoic acid (CAS number 90259-27-1) is an ortho-benzoic acid with both methyl and fluoride substituents sitting at ortho-positions to the carboxylic acid. 2-Fluoro-6-methylbenzoic acid is involved in the synthesis of epidermal growth factor receptor (EGFR) inhibitor with potency of 340 nM. In the synthesis of the EGFR inhibitor, the methyl group of 2-fluoro-6-methylbenzoic acid undergoes radical bromination, enabling nucleophilic substitution to phthalimide. Subsequently, the carboxylic acid group is attached to the allosteric motif through an amination reaction to form the inhibitor.

2-Fluoro-6-methylbenzoic acid is also a key building block of avacopan which is used to treat anti-neutrophil cytoplasmic autoantibody-associated vasculitis.

Multiple functional groups

For facile synthesis

Fluorinated benzoic acid building block

For drug discovery, medicinal chemistry, and biochemistry

Low Cost

Competitively priced, high quality product

High purity

>97% High purity

General Information

CAS Number	90259-27-1
Chemical Formula	C₈H₇FO₂
Full Name	2-Fluoro-6-methylbenzoic acid
Molecular Weight	154.14 g/mol
Synonyms	2-Carboxy-3-fluorotoluene, 6-Fluoro-o-toluic acid
Classification / Family	Fluorinated building blocks, Benzoic acid building blocks, APIs

Chemical Structure

Product Details

Purity	97%
Melting Point	T_m = 124 °C – 125 °C
Appearance	White Powder

MSDS Documentation

2-Fluoro-6-methylbenzoic acid MSDS Sheet

Literature and Reviews

Avacopan. C5a anaphylatoxin chemotactic receptor 1 (C5aR1) antagonist, Treatment of anti-neutrophil cytoplasmic antibody (ANCA)-associated vasculitis, J. Pease, Drugs of the Future, 46 (3), 183–190 (2021); DOI: 10.1358/dof.2021.46.3.3239643.
Discovery of potent and selective PI3Kγ inhibitors, S. Drew et al., J. Med. Chem., 63, 11235–11257 (2020); DOI: 10.1021/acs.jmedchem.0c01203.
Discovery of 3‑cyano‑N‑(3-(1-isobutyrylpiperidin-4-yl)-1-methyl-4-(trifluoromethyl)‑1H‑pyrrolo[2,3‑b]pyridin-5-yl)benzamide: a potent, selective, and orally bioavailable retinoic acid receptor-related orphan receptor C2 inverse agonist, M. Schnute et al., J. Med. Chem., 61, 10415–10439 (2018); DOI: 10.1021/acs.jmedchem.8b00392.
The origin of potency and mutant-selective inhibition by bivalent ATP-allosteric EGFR inhibitors, F. Wittlinger et al., ChemRxiv. 2023, DOI: 10.26434/chemrxiv-2023-zzfc3.

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