2-methyl-1-benzofuran-7-amine

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

実験手順: The title compound, MS: m/e=290.3 (M+H+), was prepared in accordance with the general method of example 1 from 5-nitro-2-chloroquinoline and (2-methyl-1-benzofuran-7-yl)amine.

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

実験手順: The title compound, MS: m/e=384.1 (M+H+), was prepared in accordance with the general method of example 38 from 5-nitro-2-chloroquinoline, (2-methyl-1-benzofuran-7-yl)amine and 1-bromo-4-fluorobenzene.

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

実験手順: The title compound, MS: m/e=416.4 (M+H+), was prepared from 5-nitro-2-chloroquinoline, (2-methyl-1-benzofuran-7-yl)amine and 3,5-difluorobenzaldehyde as described in example 26.

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

実験手順: The title compound, MS: m/e=381.0 (M+H+), was prepared from 5-nitro-2-chloroquinoline, (2-methyl-1-benzofuran-7-yl)amine and pyridine-3-carbaldehyde as described in example 26.

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

実験手順: The title compound, MS: m/e=448.0 (M+H+), was prepared in accordance with the general method of example 58 from 5-nitro-2-chloroquinoline, (2-methyl-1-benzofuran-7-yl)amine and 4-fluorobenzenesulfonylchloride.

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

実験手順: The title compound, MS: m/e=384.1 (M+H+), was prepared from 5-nitro-2-chloroquinoline, (2-methyl-1-benzofuran-7-yl)amine and 4-methyl-1H-imidazole-5-carbaldehyde as described in example 26.

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

実験手順: The title compound, MS: m/e=420.1 (M+H+), was prepared from 5-nitro-2-chloroquinoline, (2-methyl-1-benzofuran-7-yl) amine and 1H-benzimidazole-5-carboxaldehyde as described in example 26.

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

実験手順: The title compound, MS: m/e=405.4 (M+H+), was prepared in accordance with the general method of example 1 from 5-iodo-2-chloroquinoline, (2-methyl-1-benzofuran-7-yl)amine and 4-aminoindole.

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

実験手順: The title compound, MS: m/e=419.1 (M+H+), was prepared in accordance with the general method of example 1 from 5-iodo-2-chloroquinoline, (2-methyl-1-benzofuran-7-yl)amine and 4-aminomethylindole.

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: N-(2-Chloro-quinolin-5-yl)-3,5-difluoro-benzenesulfonamide (150 mg, 0.423 mmol) was dissolved in 3 mL dioxane. Argon was bubbled through the solution for 2 minutes to remove oxygen. (2-Methyl-1-benzofuran-7-yl)amine (245 mg, 1.33 mmol), sodium tert.-butylate (230 mg, 2.40 mmol), 1,1′-bis(diphenylphosphin)ferrocen (36 mg, 0.06 mmol) and 1,1′-bis(diphenylphosphin)ferrocen-palladium(II)chloride (17 mg, 0.02 mmol) were added. The reaction mixture was stirred in a sealed tube at 100° C. for 16 h. The solvent was evaporated and the residue purified by flash chromatography on silica gel (heptane/ethyl acetate 100:0->60:40 gradient). The title compound was obtained as a light brown solid (164 mg, 83%), MS: m/e=466.0 (M+H+). Argon was bubbled through the solution for 2 minutes to remove oxygen The solvent was evaporated the residue purified by flash chromatography on silica gel (heptane/ethyl acetate 100:0->60:40 gradient)