5-chloro-2-fluorobenzaldehyde

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:

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

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

Procedure: In a manner similar to the methods described in Examples 1a and 1b, 6-chloro-1,3-dihydro-indol-2-one (Aldrich) reacted with 5-chloro-2-fluoro-benzaldehyde to give 6-chloro-3-[1-(5-chloro-2-fluoro-phenyl)-methylidene]-2-oxo-2,3-dihydro-indole, which was subsequently protected with (t-BuOCO)2O and DMAP.

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

Procedure: In a manner similar to the method described in Example 50a, 5-chloro-2-fluoro-benzaldehyde (1.71 g, 10.9 mmol) (Beta Pharma) was reacted with 4-nitrophenol (1.67 g, 12 mmol) (Aldrich) and K2CO3 in N,N-dimethylacetamide to give 5-chloro-2-(4-nitro-phenoxy)-benzaldehyde as a brown oil (Yield 2.23 g, 73%).

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

Procedure: In a manner similar to the method described in Example 50a, 5-chloro-2-fluoro-benzaldehyde (2 g, 12.8 mmol) (Beta Pharma) was reacted with 4-(methylthio)phenol (1.97 g, 14 mmol) (Aldrich) and K2CO3 in N,N-dimethylacetamide to give 5-chloro-2-(4-methylsulfanyl-phenoxy)-benzaldehyde as a brown oil (Yield 3.5 g, 98%).

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

Procedure: In a manner similar to the method described in Example 50a, 5-chloro-2-fluoro-benzaldehyde (2 g, 12.8 mmol) (Beta Pharma) was reacted with 4-cyanophenol (1.67 g, 14 mmol) and K2CO3 in N,N-dimethylacetamide to give 4-(4-chloro-2-formyl-phenoxy)-benzonitrile as a light yellow solid (Yield 2.81 g, 85%).

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

Procedure: In a manner similar to the method described in Example 50a, 5-chloro-2-fluoro-benzaldehyde (2 g, 12.8 mmol) (Beta Pharma) was reacted with 4-cyanophenol (1.67 g, 14 mmol) and K2CO3 in N,N-dimethylacetamide to give 4-(4-chloro-2-formyl-phenoxy)-benzonitrile as a light yellow solid (Yield 2.81 g, 85%).