3-fluoro-4-(2-pyrrolidin-1-ylethoxy)aniline

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

Procedure: A suspension of 1-[2-(2-fluoro-4-nitro-phenoxy)-ethyl]-pyrrolidine (1.25 g, 4.92 mmol) and 10% palladium on carbon (0.2 g) in EtOH (20 mL) is stirred for 1 h at RT, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of celite and concentrated to afford the title compound as a brown oil: ESI-MS: 225.1 [MH]+; tR=0.80 min (system 1). The reaction mixture is filtered through a pad of celite concentrated

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

Procedure: 5-Bromo-3-(dimethylaminomethyleneamino)thiophene-2-carboxylic acid methyl ester was reacted with 3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenylamine by method A with addition of isopropanol in addition. The product with the molecular weight of 438.32 (C18H17BrFN3O2S) was obtained in this way; MS (ESI): 438, 440 (M+H+). The product with the molecular weight of 438.32 (C18H17BrFN3O2S) was obtained in this way

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

Procedure: 3-(Dimethylaminomethyleneamino)-5-(3-hydroxy-4-methylpentyl)thiophene-2-carboxylic acid methyl ester was reacted with 3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenylamine by method A. The product with the molecular weight of 459.58 (C24H30FN3O3S) was obtained in this way; MS (ESI): 460 (M+H+). The product with the molecular weight of 459.58 (C24H30FN3O3S) was obtained in this way

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

Procedure: 3-(Dimethylaminomethyleneamino)-5-(3-hydroxy-4-methylpentyl)thiophene-2-carboxylic acid methyl ester was reacted with 3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenylamine by method A. The product with the molecular weight of 459.58 (C24H30FN3O3S) was obtained in this way; MS (ESI): 460 (M+H+). The product with the molecular weight of 459.58 (C24H30FN3O3S) was obtained in this way

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

Procedure: A suspension of 1-[2-(2-fluoro-4-nitro-phenoxy)-ethyl]-pyrrolidine (1.25 g, 4.92 mmol) and 10% palladium on carbon (0.2 g) in EtOH (20 mL) is stirred for 1 h at RT, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of celite and concentrated to afford the title compound as a brown oil: ESI-MS: 225.1 [MH]+; tR=0.80 min (system 1). The reaction mixture is filtered through a pad of celite concentrated

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

Procedure: A suspension of 1-[2-(2-fluoro-4-nitro-phenoxy)-ethyl]-pyrrolidine (1.25 g, 4.92 mmol) and 10% palladium on carbon (0.2 g) in EtOH (20 mL) is stirred for 1 h at RT, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of celite and concentrated to afford the title compound as a brown oil: ESI-MS: 225.1 [MH]+; tR=0.80 min (system 1). The reaction mixture is filtered through a pad of celite concentrated

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

Procedure: 5-Bromo-3-(dimethylaminomethyleneamino)thiophene-2-carboxylic acid methyl ester was reacted with 3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenylamine by method A with addition of isopropanol in addition. The product with the molecular weight of 438.32 (C18H17BrFN3O2S) was obtained in this way; MS (ESI): 438, 440 (M+H+). The product with the molecular weight of 438.32 (C18H17BrFN3O2S) was obtained in this way

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

Procedure: 3-(Dimethylaminomethyleneamino)-5-(3-hydroxy-4-methylpentyl)thiophene-2-carboxylic acid methyl ester was reacted with 3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenylamine by method A. The product with the molecular weight of 459.58 (C24H30FN3O3S) was obtained in this way; MS (ESI): 460 (M+H+). The product with the molecular weight of 459.58 (C24H30FN3O3S) was obtained in this way

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

Procedure: A suspension of 1-[2-(2-fluoro-4-nitro-phenoxy)-ethyl]-pyrrolidine (1.25 g, 4.92 mmol) and 10% palladium on carbon (0.2 g) in EtOH (20 mL) is stirred for 1 h at RT, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of celite and concentrated to afford the title compound as a brown oil: ESI-MS: 225.1 [MH]+; tR=0.80 min (system 1). The reaction mixture is filtered through a pad of celite concentrated