4-ethyl-2-fluoroaniline

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Ethyl 4,6-dichloronicotinate (31.62 g, 144.0 mmol) and 4-Ethyl-2-fluoro-phenylamine (20.0 g, 144.0 mmol) were dissolved in EtOH (200 mL), to which was added conc. HCl (6 drops) as for Example 1, alternate Step A to give 6-Chloro-4-(4-ethyl-2-fluoro-phenylamino)-nicotinic acid ethyl ester (46.50 g, 99%). (APCI+) calcd for C16H18ClFIN2O2 322.76 (M−1), found 321.0.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Ethyl 4,6-dichloronicotinate (31.62 g, 144.0 mmol) and 4-Ethyl-2-fluoro-phenylamine (20.0 g, 144.0 mmol) were dissolved in EtOH (200 mL), to which was added conc. HCl (6 drops) as for Example 1, alternate Step A to give 6-Chloro-4-(4-ethyl-2-fluoro-phenylamino)-nicotinic acid ethyl ester (46.50 g, 99%). (APCI+) calcd for C16H18ClFIN2O2 322.76 (M−1), found 321.0.