2-(4-methylsulfonylphenyl)acetonitrile

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

Conditions: temp:21.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of Quinoline 04 (5 g, 18 mmol), 4-methanesulfonylacetonitrile (3.5 g, 18 mmol) from Step 1 and piperidine (0.1 mL) in toluene (5 mL) was heated at 130° C. After 6 h, the mixture was cooled to 21° C. and purified by flash chromatography (eluting with ethylacetate/hexane, 1:1 to 75:25) to afforded the title compound. purified by flash chromatography (eluting with ethylacetate/hexane, 1:1 to 75:25)

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 4-methanesulfonylbenzyl chloride (10 g, 49 mmol) in DMF (100 mL) was added HMPA (9.35 mL, 54 mmol) and KCN (3.5 g, 54 mmol). The resulting reaction mixture was stirred 18 h at 80° C., then diluted with water and ethyl acetate. The organic extracts were washed (NaHCO3, brine), dried (MgSO4), filtered and concentrated. Purification by flash chromatography (eluting with hexane/ethyl acetate, 1:1 to 25:75) provided the (4-methanesulfonyl-phenyl)-acetonitrile compound. The resulting reaction mixture The organic extracts were washed (NaHCO3, brine) dried (MgSO4) filtered concentrated Purification by flash chromatography (eluting with hexane/ethyl acetate, 1:1 to 25:75)

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 4-methanesulfonylbenzyl chloride (10 g, 49 mmol) in DMF (100 mL) was added HMPA (9.35 mL, 54 mmol) and KCN (3.5 g, 54 mmol). The resulting reaction mixture was stirred 18 h at 80° C., then diluted with water and ethyl acetate. The organic extracts were washed (NaHCO3, brine), dried (MgSO4), filtered and concentrated. Purification by flash chromatography (eluting with hexane/ethyl acetate, 1:1 to 25:75) provided the (4-methanesulfonyl-phenyl)-acetonitrile compound. The resulting reaction mixture The organic extracts were washed (NaHCO3, brine) dried (MgSO4) filtered concentrated Purification by flash chromatography (eluting with hexane/ethyl acetate, 1:1 to 25:75)

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

Conditions: temp:21.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of Quinoline 04 (5 g, 18 mmol), 4-methanesulfonylacetonitrile (3.5 g, 18 mmol) from Step 1 and piperidine (0.1 mL) in toluene (5 mL) was heated at 130° C. After 6 h, the mixture was cooled to 21° C. and purified by flash chromatography (eluting with ethylacetate/hexane, 1:1 to 75:25) to afforded the title compound. purified by flash chromatography (eluting with ethylacetate/hexane, 1:1 to 75:25)

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 4-methanesulfonylbenzyl chloride (10 g, 49 mmol) in DMF (100 mL) was added HMPA (9.35 mL, 54 mmol) and KCN (3.5 g, 54 mmol). The resulting reaction mixture was stirred 18 h at 80° C., then diluted with water and ethyl acetate. The organic extracts were washed (NaHCO3, brine), dried (MgSO4), filtered and concentrated. Purification by flash chromatography (eluting with hexane/ethyl acetate, 1:1 to 25:75) provided the (4-methanesulfonyl-phenyl)-acetonitrile compound. The resulting reaction mixture The organic extracts were washed (NaHCO3, brine) dried (MgSO4) filtered concentrated Purification by flash chromatography (eluting with hexane/ethyl acetate, 1:1 to 25:75)