Hydrochloric Acid → Ethyl 6-chloro-4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]nicotinate

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Reaction Steps

2-Fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl) aniline and ethyl 4,6-dichloronicotinate were reacted in a mixture of EtOH and conc. HCl for 36 h as for example 33, step A. The resultant solid was purified by flash chromatography on silica gel (Hexane—10% EtOAc/Hexane gradient elution) to give ethyl 6-chloro-4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]nicotinate (30%). 1H NMR [400 MHz, CDCl3] δ 10.11 (br s, 1H), 8.86 (s, 1H), 7.57 (t, J=8.0 Hz, 1H), 7.46 (d, J=9.7 Hz, 2H), 6.98 (d, J=0.7 Hz, 1H), 4.44 (q, J=7.1 Hz, 2H), 1.44 (t, J=7.1 Hz, 3H).

Provenance & Evidence