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Bromofluoromethane Speciality Gases for Late-Stage Fluoromethylation BFM’s well known commercial use is in a late-stage fluoromethylation of a thioacid to yield fluticasone propionate (API found in Flonase® and Advair®) (Figure 1) or fluticasone furoate (Breo®) by GlaxoSmithKline. O O O HO H H F F O SH F Br H H K2CO3, DMF -60°C to 0°C 78% O O O O HO S F H H F F In general, BFM has also proven in the flouromethylation of enolates, phenols and oximes and is useful to provide access to a variety of compounds. Two exemplary approaches for BFM as fluoromethylation reagent are shown in Figure 2. The properties of BFM are well studied [Eur. J. Inorg. Chem. 2015, 5357-5362]. F R1 Br H H B OR OR F R1 N R2 OH N R2 O F R2 = cyclic rest - 9 2 7 3 7 1 7 3 7, 3 , 4 9 9 1 . m e h C . d e M . J : 1 . g F i . t n e g a e r s a M F B r o f . g e . : 2 . g F i Name: Purity: CAS: Formula: Bromofluoromethane Boiling point: 99,5% / 99,9% (pharma grade) Melting point: +17.5°C -121°C [373-52-4] CH2BrF Density at 20°C: 1.76 gcm-3 Density at 50°C : 1.66 gcm-3 Molecular weight: 112.93 gmol-1 Vapor pressure at 50°C: 2.25 bar Colour: colourless Stability at 20°C: 18 months Gute Chemie 3 2 - . 1 3 2 6 0 . 6 0 7 9 8 5 BrHFH
Gute Chemie is tailor made. Bromofluoromethane | CAS 373-52-4 AB200596 AB260402 AB261913 AB261914 BFM 99,9% (pharma grade) BFM min. 99,5% BFM 2M in Acetonitrile BFM 2M in N,N-Dimethylformamide Flexible Production Qualities and Quantities abcr provides high quality BFM for pharmaceutical industry by controlled production and complete impurity profile, at gram to metric ton quantities. Besides that, tech. grade Bromofluoromethane and BFM solutions are available. Customized Packaging We offer reuseable cylinders that are customized to our customers` needs and can be returned for cleaning and refilling. There is a wealth of almost universally applicable reuseable connection adapters available for adaption to customers system. Exclusivity ■ European production ■ Shipping worldwide (REACH registered) ■ From lab scale to commercial quantities ■ ex stock ■ Reuseable cylinders ■ Different qualities ■ Impurity profile ■ a-GMP / EHS qualified ■ Required documentation For more information please contact: Monica de Freitas General Manager Phone +49 721 95061-553 m.freitas@abcr.com Dr. Anna-Maria Wilson Managing Director Phone +353 56 7738971 a.wilson@abcr.com Gute Chemie abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.com ▪ www.abcr.com