methyl 4-(aminomethyl)-3-fluorobenzoate

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: Hydrogen was passed through a degassed solution of 4-azidomethyl-3-fluorobenzoic acid methyl ester from Example E3.3 (2.11 g, 10 mmol) in methanol containing 10% palladium on carbon for 2 h. The reaction mixture was filtered through Celite® filter agent and the filtrate was concentrated in vacuo to give a colourless oil identified as the title compound (1.51 g, 83%). The reaction mixture was filtered through Celite® filter agent the filtrate was concentrated in vacuo to give a colourless oil

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

Procedure: Hydrogen was passed through a degassed solution of 4-azidomethyl-3-fluorobenzoic acid methyl ester from Example E3.3 (2.11 g, 10 mmol) in methanol containing 10% palladium on carbon for 2 h. The reaction mixture was filtered through Celite® filter agent and the filtrate was concentrated in vacuo to give a colourless oil identified as the title compound (1.51 g, 83%). The reaction mixture was filtered through Celite® filter agent the filtrate was concentrated in vacuo to give a colourless oil

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-fluoro-2-(4-fluorophenoxy)nicotinic acid (step 3 of Example 1) and methyl 4-(aminomethyl)-3-fluorobenzoate: 1H-NMR (CDCl3) δ 8.45–8.33 (2H, m), 8.04 (1H, d, J=3.1 Hz), 7.80 (1H, dd, J=7.9, 1.5 Hz), 7.71 (1H, dd, J=10.5, 1.5 Hz), 7.49 (1H, t, J=7.6 Hz), 7.17–7.12 (4H, m), 4.78 (2H, d, J=6.1 Hz), 3.91 (3H, s); MS (ESI) m/z 417 (M+H)+, 415 (M−H)−.

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

Procedure: Hydrogen was passed through a degassed solution of 4-azidomethyl-3-fluorobenzoic acid methyl ester from Example E3.3 (2.11 g, 10 mmol) in methanol containing 10% palladium on carbon for 2 h. The reaction mixture was filtered through Celite® filter agent and the filtrate was concentrated in vacuo to give a colourless oil identified as the title compound (1.51 g, 83%). The reaction mixture was filtered through Celite® filter agent the filtrate was concentrated in vacuo to give a colourless oil