Trifluoroacetic acid → HCID 68325568, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of trifluoroacetic acid (67.0 μl) in water (6 ml) was added a solution of tert-butyl (RS)-2-(4-(5-bromopyridin-2-ylamino)-3-methylphenyl)morpholine-4-carboxylate (39 mg) in acetonitrile (2 ml). The reaction mixture was then capped and the mixture was shaken at 80° C. for 2 h. The reaction mixture was then cooled to room temperature and poured into EtOAc/THF (1:1) and washed with 1 M aq. NaOH. The organic layer was dried over Na2SO4 and concentrated in vacuo. The crude material was purified by flash column chromatography (Isolute® Flash-NH2 from Separtis; gradient: heptane/EtOAc/MeOH) to afford (RS)-5-bromo-N-(2-methyl-4-(morpholin-2-yl)phenyl)pyridin-2-amine (17 mg, 56%) as a light yellow amorphous solid. MS (ISP): 350.1 ([{81Br}M+H]+), 348.2 ([{79Br}M+H]+).

Provenance & Evidence