1-propyl-1,2,3,4-tetrahydroisoquinoline

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In close analogy to the procedure described in Example 1, 6-bromo-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid is reacted with 1-Propyl-1,2,3,4-tetrahydro-isoquinoline to provide the title compound in moderate yield.

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In close analogy to the procedure described in Example 1, 6-bromo-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid is reacted with 1-Propyl-1,2,3,4-tetrahydro-isoquinoline to provide the title compound in moderate yield.

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: By procedures described in Example 1, (Method A), phenethylamine and n-butyryl chloride were converted to 1-n-propyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 2.0 g of this isoquinoline compound, 10 ml 10% sodium hydroxide and 50 ml methyl chloride. With this mixture stirred, 2 ml dichloroacetyl chloride was added dropwise to the mixture. The mixture was stirred for 2 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent and subjected to Kugelrohr distillation (150° C. @ 0.25 mm Hg) to provide 3.5 g of a viscous yellow oil product having the elemental analysis reported in Table I. The mixture was stirred for 2 minutes The organic extract was dried with magnesium sulfate subjected to Kugelrohr distillation (150° C. @ 0.25 mm Hg)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: By procedures described in Example 1, (Method A), phenethylamine and n-butyryl chloride were converted to 1-n-propyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 2.0 g of this isoquinoline compound, 10 ml 10% sodium hydroxide and 50 ml methyl chloride. With this mixture stirred, 2 ml dichloroacetyl chloride was added dropwise to the mixture. The mixture was stirred for 2 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent and subjected to Kugelrohr distillation (150° C. @ 0.25 mm Hg) to provide 3.5 g of a viscous yellow oil product having the elemental analysis reported in Table I. The mixture was stirred for 2 minutes The organic extract was dried with magnesium sulfate subjected to Kugelrohr distillation (150° C. @ 0.25 mm Hg)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In close analogy to the procedure described in Example 1, 6-bromo-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid is reacted with 1-Propyl-1,2,3,4-tetrahydro-isoquinoline to provide the title compound in moderate yield.

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: By procedures described in Example 1, (Method A), phenethylamine and n-butyryl chloride were converted to 1-n-propyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 2.0 g of this isoquinoline compound, 10 ml 10% sodium hydroxide and 50 ml methyl chloride. With this mixture stirred, 2 ml dichloroacetyl chloride was added dropwise to the mixture. The mixture was stirred for 2 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent and subjected to Kugelrohr distillation (150° C. @ 0.25 mm Hg) to provide 3.5 g of a viscous yellow oil product having the elemental analysis reported in Table I. The mixture was stirred for 2 minutes The organic extract was dried with magnesium sulfate subjected to Kugelrohr distillation (150° C. @ 0.25 mm Hg)