(2R)-N,N-dimethylpyrrolidine-2-carboxamide

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

Procedure: To a solution of the subtitle compound of step ii) (2.20 g) in dioxane (25 ml) was added sulfamide (7.20 g) and the mixture heated at reflux for 45 h. The reaction mixture was cooled and adsorbed on to silica gel and then purified by column chromatography (5% methanol/EtOAc) to afford the subtitle compound as an oil. Yield: 1.6 g. the mixture heated at reflux for 45 h The reaction mixture was cooled purified by column chromatography (5% methanol/EtOAc)

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

Procedure: To the subtitle compound of step i) (4.45 g) was added palladium hydroxide (0.20 g) and methanol (50 ml). The mixture was stirred under a hydrogen atmosphere (4 bar) at room temperature for 3 h before the catalyst was filtered through celite and the solvent was evaporated to afford the subtitle compound as a solid. Yield: 2.25 g. was filtered through celite the solvent was evaporated

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

Procedure: To a solution of the subtitle compound of step ii) (2.20 g) in dioxane (25 ml) was added sulfamide (7.20 g) and the mixture heated at reflux for 45 h. The reaction mixture was cooled and adsorbed on to silica gel and then purified by column chromatography (5% methanol/EtOAc) to afford the subtitle compound as an oil. Yield: 1.6 g. the mixture heated at reflux for 45 h The reaction mixture was cooled purified by column chromatography (5% methanol/EtOAc)

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

Procedure: To a solution of the subtitle compound of step ii) (2.20 g) in dioxane (25 ml) was added sulfamide (7.20 g) and the mixture heated at reflux for 45 h. The reaction mixture was cooled and adsorbed on to silica gel and then purified by column chromatography (5% methanol/EtOAc) to afford the subtitle compound as an oil. Yield: 1.6 g. the mixture heated at reflux for 45 h The reaction mixture was cooled purified by column chromatography (5% methanol/EtOAc)

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

Procedure: To the subtitle compound of step i) (4.45 g) was added palladium hydroxide (0.20 g) and methanol (50 ml). The mixture was stirred under a hydrogen atmosphere (4 bar) at room temperature for 3 h before the catalyst was filtered through celite and the solvent was evaporated to afford the subtitle compound as a solid. Yield: 2.25 g. was filtered through celite the solvent was evaporated

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

Procedure: To a solution of the subtitle compound of step ii) (2.20 g) in dioxane (25 ml) was added sulfamide (7.20 g) and the mixture heated at reflux for 45 h. The reaction mixture was cooled and adsorbed on to silica gel and then purified by column chromatography (5% methanol/EtOAc) to afford the subtitle compound as an oil. Yield: 1.6 g. the mixture heated at reflux for 45 h The reaction mixture was cooled purified by column chromatography (5% methanol/EtOAc)

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

Procedure: To the subtitle compound of step i) (4.45 g) was added palladium hydroxide (0.20 g) and methanol (50 ml). The mixture was stirred under a hydrogen atmosphere (4 bar) at room temperature for 3 h before the catalyst was filtered through celite and the solvent was evaporated to afford the subtitle compound as a solid. Yield: 2.25 g. was filtered through celite the solvent was evaporated

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

Procedure: To the subtitle compound of step i) (4.45 g) was added palladium hydroxide (0.20 g) and methanol (50 ml). The mixture was stirred under a hydrogen atmosphere (4 bar) at room temperature for 3 h before the catalyst was filtered through celite and the solvent was evaporated to afford the subtitle compound as a solid. Yield: 2.25 g. was filtered through celite the solvent was evaporated

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

Procedure: 4-Fluoronitrobenzene (0.47 g, 3.34 mmol), potassium carbonate (1.39, 10 mmol) and (R)-pyrrolidine-2-carboxylic acid dimethylamide (0.50, 3.52 mmol) were pre-mixed in acetonitrile (40 ml) and heated at reflux for 36 hours. The reaction was quenched with saturated ammonium chloride (40 ml), extracted with DCM (2×100 ml), dried and solvent removed in vacuo to yield the title compound as a yellow solid. Ether was added and the solid was stirred, filtered and dried (0.85 g, 96%). M/z 264. heated at reflux for 36 hours The reaction was quenched with saturated ammonium chloride (40 ml) extracted with DCM (2×100 ml) dried solvent removed in vacuo

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

Procedure: To a solution of the subtitle compound of step ii) (2.20 g) in dioxane (25 ml) was added sulfamide (7.20 g) and the mixture heated at reflux for 45 h. The reaction mixture was cooled and adsorbed on to silica gel and then purified by column chromatography (5% methanol/EtOAc) to afford the subtitle compound as an oil. Yield: 1.6 g. the mixture heated at reflux for 45 h The reaction mixture was cooled purified by column chromatography (5% methanol/EtOAc)

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

Procedure: To the subtitle compound of step i) (4.45 g) was added palladium hydroxide (0.20 g) and methanol (50 ml). The mixture was stirred under a hydrogen atmosphere (4 bar) at room temperature for 3 h before the catalyst was filtered through celite and the solvent was evaporated to afford the subtitle compound as a solid. Yield: 2.25 g. was filtered through celite the solvent was evaporated

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

Procedure: To a solution of the subtitle compound of step ii) (2.20 g) in dioxane (25 ml) was added sulfamide (7.20 g) and the mixture heated at reflux for 45 h. The reaction mixture was cooled and adsorbed on to silica gel and then purified by column chromatography (5% methanol/EtOAc) to afford the subtitle compound as an oil. Yield: 1.6 g. the mixture heated at reflux for 45 h The reaction mixture was cooled purified by column chromatography (5% methanol/EtOAc)