2-chloro-3-fluoropyridin-4-aMine synthesis

Yield:1227577-03-8 94%

Reaction Conditions:

Stage #1:tert-butyl (2-chloro-3-fluoropyridin-4-yl)carbamate with trifluoroacetic acid in dichloromethane at 20; for 5 h;
Stage #2: in methanol;dichloromethane

Steps:

18.2
TFA (5 mL) was added to a solution of (2- chloro-3-fluoropyridin-4-yl)carbamic acid fert-butyl ester (1.9 g, 7.7 mmol) in DCM (10 mL). The solution was stirred at ambient temperature for 5 hours and concentrated under reduced pressure. The resultant residue was dissolved in DCM and purified by column chromatography on a NH₂ cartridge (0-10 % MeOH in DCM) to afford the title compound as a beige solid (0.96 g, 94 % yield). NMR (400 MHz, CDC1₃): δ 7.82 (d, J = 5.4 Hz, 1H), 6.60 (t, J= 5.8 Hz, 1H), 4.38 (br s, 2H).

References:

F. HOFFMANN-LA ROCHE AG;BLENCH, Toby;ELLWOOD, Charles;GOODACRE, Simon;LAI, Yingjie;LIANG, Jun;MACLEOD, Calum;MAGNUSON, Steven;TSUI, Vickie;WILLIAMS, Karen;ZHANG, Birong WO2012/35039, 2012, A1 Location in patent:Page/Page column 97

FullText