mabuterol mabuterol mabuterol is a selective β2 adrenoreceptor agonist. mabuterolclinical dataother namesmabuterolum; pb 868clidentifiers iupac name 1--2-(tert-butylamino)ethanol cas number56341-08-3pubchem cid3995chemspider3857uniir4k19w6s7qchebichebi:135325chemblchembl86749comptox dashboard (epa)dtxsid3048283 chemical and physical dataformulac13h18clf3n2omolar mass310.75 g·mol−13d model (jsmol)interactive image smiles clc1cc(cc(c1n)c(f)(f)f)c(o)cnc(c)(c)c inchi inchi=1s/c13h18clf3n2o/c1-12(2,3)19-6-10(20)7-4-8(13(15,16)17)11(18)9(14)5-7/h4-5,10,19-20h,6,18h2,1-3h3key:jsjctektbokrst-uhfffaoysa-n synthesis mabuterol synthesis the halogenation of 2-(trifluoromethyl)aniline (1) with iodine and sodium bicarbonate resulted in 2-amino-5-iodobenzotrifluoride (2). protection with acetic anhydride followed by nucleophilic aromatic displacement with copper(i)cyanide gave n-acetamide (3). hydrolysis of the nitrile and the protecting group gave 4-amino-3-(trifluoromethyl)benzoic acid (4). halogenation with chlorine gave 4-amino-3-chloro-5-(trifluoromethyl)benzoic acid (5). halogenation of the acid with thionyl chloride gave 4-amino-3-chloro-5-(trifluoromethyl)benzoylchloride (6). treatment with diethyl malonate gave the acetophenone and hence 1-ethanone (7). halogenation with bromine in acetic acid led to 1--2-bromoethanone (8). treatment with tert-butylamine yielded 1--2-(tert-butylamino)ethenone, cid:13355601 (9). reduction of the ketone with sodium borohydride completed the synthesis of mabuterol (10).