2,3-二氟-6-碘苄腈

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A −78° C. solution of Example 26A (5.0 g, 18.9 mmol) in THF was treated with LDA (2M in hexanes, 11.5 mL, 22.6 mmol), stirred for 1 hour at −78° C., treated with methyl formate (2.34 mL, 37.8 mmol), stirred at −78° C. for 30 minutes, warmed to 0° C. for 1 hour, quenched with saturated NH4Cl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was immediately dissolved in ethanol (100 mL), cooled to 0° C., and treated portionwise with NaBH4 (1.08 g). The reaction was stirred at 0° C. for 2 hours, quenched with acetone, stirred for 5 minutes, poured into water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate to give 1.02 g of the desired product. Rf=0.84 (ethyl acetate). stirred at −78° C. for 30 minutes warmed to 0° C. for 1 hour quenched with saturated NH4Cl extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was immediately dissolved in ethanol (100 mL) cooled to 0° C. treated portionwise with NaBH4 (1.08 g) The reaction was stirred at 0° C. for 2 hours quenched with acetone stirred for 5 minutes poured into water extracted three times with ethyl acetate The combined extracts were washed with brine dried (MgSO4) filtered concentrated The residue was purified by flash column chromatography on silica gel with 2:1 hexanes/ethyl acetate