三亚乙基硫代磷酰胺

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

实验步骤: This reaction mixture (which contains the free base of the compound of StepA) was added stepwise to an ice cooled, stirred suspension of 1.02 g of 50%dispersion of sodium hydride. The resulting mixture is stirred 30 min. on an ice-water bath. To this cold suspension (which contains the alkoxide ofthe compound of Step A) there was added a solution of benzyl chloride (2.48g) in DMF. The resultant mixture was stirred in an ice bath for 5 min., at room temperature for 5 min., and then in a heating bath at 85°-90° C. for 1.5 hrs. The solvent was evaporated off at reduced pressure. To the residue there was added water and the mixture wasextracted three times with a 1:1 mixture of methylenechloride and ether. The combined extracts were washed with brine, dried over Na2SO4and the solvent evaporated at reduced pressure. The oily residue was chromatographed on silica gel, using a 1:1 mixture of acetone and methylene chloride as eluant. The title compound was obtained as a yellow oil with the following PMR spectrum (DMSO-d6): 2.08(3H,s); 1.7-2.2(4H,m); 3.65-4.1(2H,m); 4.42(IH, deformed triplet); 4.70(2H,s); 6.73(IH,s); 7.30(SH,s). cooled The resulting mixture is stirred 30 min. on an ice-water bath The solvent was evaporated off at reduced pressure To the residue there was added water with a 1:1 mixture of methylenechloride and ether The combined extracts were washed with brine dried over Na2SO4and the solvent evaporated at reduced pressure The oily residue was chromatographed on silica gel a 1:1 mixture of acetone and methylene chloride as eluant

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

实验步骤: To a solution of N-(5-chloro-2-cyano-4-nitrophenyl)-2-(3,5-dimethylphenyl)acetamide (prepared essentially as described in EXAMPLE 10, StepA, 250 mg in 7 mL N,N-dimethylformamide) was added 46 mg of 95% sodium hydride and the mixture stirred at room temperature. After 1.5 hours, the reaction mixture was diluted with ethyl acetate and quenched by the careful addition of 10% aqueous sodium bisulfate. The organics were then washed with brine and dried over sodium sulfate and concentrated in vacuo. The residue was suspended in methylene chloride and the solids collected by filtration and dried in vacuo to give the title compound (188 mg). quenched by the careful addition of 10% aqueous sodium bisulfate The organics were then washed with brine dried over sodium sulfate concentrated in vacuo the solids collected by filtration dried in vacuo

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

实验步骤: This reaction mixture (which contains the free base of the compound of StepA) was added stepwise to an ice cooled, stirred suspension of 1.02 g of 50%dispersion of sodium hydride. The resulting mixture is stirred 30 min. on an ice-water bath. To this cold suspension (which contains the alkoxide ofthe compound of Step A) there was added a solution of benzyl chloride (2.48g) in DMF. The resultant mixture was stirred in an ice bath for 5 min., at room temperature for 5 min., and then in a heating bath at 85°-90° C. for 1.5 hrs. The solvent was evaporated off at reduced pressure. To the residue there was added water and the mixture wasextracted three times with a 1:1 mixture of methylenechloride and ether. The combined extracts were washed with brine, dried over Na2SO4and the solvent evaporated at reduced pressure. The oily residue was chromatographed on silica gel, using a 1:1 mixture of acetone and methylene chloride as eluant. The title compound was obtained as a yellow oil with the following PMR spectrum (DMSO-d6): 2.08(3H,s); 1.7-2.2(4H,m); 3.65-4.1(2H,m); 4.42(IH, deformed triplet); 4.70(2H,s); 6.73(IH,s); 7.30(SH,s). cooled The resulting mixture is stirred 30 min. on an ice-water bath The solvent was evaporated off at reduced pressure To the residue there was added water with a 1:1 mixture of methylenechloride and ether The combined extracts were washed with brine dried over Na2SO4and the solvent evaporated at reduced pressure The oily residue was chromatographed on silica gel a 1:1 mixture of acetone and methylene chloride as eluant