1139688-65-5

Basic information

• Product Name: C₁₂H₇F₆NO₂
• CAS NO: 1139688-65-5
• Molecular Weight: 311.183
• Mol File: 1139688-65-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₂H₇F₆NO₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₂H₇F₆NO₂(1139688-65-5)
• EPA Substance Registry System: C₁₂H₇F₆NO₂(1139688-65-5)

Safety Data

• Hazardous Substances Data: 1139688-65-5(Hazardous Substances Data)

Upstream product

• 1139688-61-1 C₉H₄F₆INO₂ 
• 74-99-7 prop-1-yne 

Downstream Products

• 57330-49-1 2-methyl-6-(trifluoromethoxy)-1H-indole 

Relevant articles and documents

Practical, highly convergent, asymmetric synthesis of a selective PPARγ modulator

A practical, highly convergent, asymmetric synthesis of a selective PPARγ modulator 1 is described. The inhibitor contains two key components, a 6-trifluoromethoxy-3-acylindole (6) and (R)-raryloxybutanoic acid derivative (10). Twomethods were developed to overcome the regioselectivity issues encountered in the preparation of the 6-substituted indole. The first involved an intramolecular Heck reaction of an iodoaryl enamine. The second involved application of a catalytic Meerwein arylation reaction between 2-nitro-4-trifluoromethoxyaniline and isopropenyl acetate and subsequent reductive cyclization. The α-aryloxybutanoic acid was prepared via an asymmetric hydrogenation of the corresponding α-aryloxy-α,β- unsaturated acid. Tetrabutylammonium iodidecatalyzed coupling of the two fragments and ester hydrolysis completed the convergent synthesis. The described convergent synthesis was used to prepare >3 kg of drug substance 1 in 50% overall yield and with >99.5% ee.