2-Chloro-1-fluoro-4-methylsulfonylbenzene

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

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

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

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

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

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

Procedure: The subtitle compound was prepared by the method of example 3 step viii) using 4-chloro-2-hydroxyaniline and the product from example 3 step vii). Yield 3.0 g.

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

Procedure: Sodium hydride (60% wt. disp. oil, 0.176 g) was added to a solution of the product from step (vi) (0.34 g) in dry DMF (10 ml) and stirred at RT for 1 h before adding the product from example 3 step (vii) (0.416 g). The mixture was heated at 80° C. for 1 h, then partitioned between 2M hydrochloric acid/ethyl acetate. The organics were dried, evaporated under reduced pressure and the residue purified by reverse phase HPLC. Yield 0.064 g The mixture was heated at 80° C. for 1 h partitioned between 2M hydrochloric acid/ethyl acetate The organics were dried evaporated under reduced pressure the residue purified by reverse phase HPLC

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

Procedure: A mixture of the product from step (v) (0.6 g), the product from step (vii) (0.43 g) and potassium carbonate (0.285 g) in NMP (10 ml) was heated at 70° C. for 4 h. The mixture was partitioned between diethylether and water, the organic layer dried, and the solvent evaporated under reduced pressure. The residue was dissolved in 50% DCM/trifluoroacetic acid (20 ml) and stirred at RT for 2 h. The solvent was evaporated under reduced pressure and the residue purified by RPHPLC, yield 0.175 g The mixture was partitioned between diethylether and water the organic layer dried the solvent evaporated under reduced pressure The residue was dissolved in 50% DCM/trifluoroacetic acid (20 ml) The solvent was evaporated under reduced pressure the residue purified by RPHPLC, yield 0.175 g

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

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

Procedure: The subtitle compound was prepared by the method of example 60 step (ii) using 5-(trifluoromethyl)-1,3-benzoxazol-2(3H)-one and the product from example 7 step (ii).

Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Sodium hydride (60% disp. oil, 0.24 g) was added to a solution of (2-hydroxyphenoxy)acetic acid (0.5 g) in DMF (20 ml) and stirred at 40° C. for 30 min. The product from example 7 step (ii) (0.62 g) was added, then the mixture heated at 75° C. for 30 h. 2M Sodium hydroxide solution was added and extracted with ethylacetate. The aqueous layer was acidified with 2M hydrochloric acid and extracted with ethyl acetate. The organics were dried, evaporated under reduced pressure and the residue purified by RPHPLC, yield 0.21 g. the mixture heated at 75° C. for 30 h extracted with ethylacetate extracted with ethyl acetate The organics were dried evaporated under reduced pressure the residue purified by RPHPLC, yield 0.21 g

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

Procedure: The subtitle compound was prepared by the method of example 1 step (ii) using the is product from step (ii) and the product from example 7 step (ii), yield 0.8 g.