Acetylacetone → 1-[4-(4-Methoxy-phenyl)-2-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone

関与物質

役割	名称	HCID	仕込み量
反応物	Acetylacetone	HCID 31261	—
反応物	3-(4-Methoxybenzoyl)-4,5,6,7-tetrahydro-1-benzothiophen-2-amine	HCID 759066	—
触媒	Sulfuric Acid	HCID 1118	—
溶媒	Acetic Acid	HCID 176	—
生成物	1-[4-(4-Methoxy-phenyl)-2-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone	HCID 11624491	63.6%

反応条件

温度	100 °C

反応手順

To a stirred solution of 50 mg (0.17 mmol) (2-amino-4,5,6,7-tetrahydro-benzo[b]thiophen-3-yl)-(4-methoxy-phenyl)-methanone in 1.5 ml acetic acid was added 0.018 ml (0.18 mmol) of pentane-2,4-dione and one drop of sulfuric acid. The mixture was then stirred at 100° C. for 10 minutes in a microwave and then concentrated in vacuo. Flash chromatography (heptane/ethyl acetate 9:1) afforded 38 mg (62%) 1-[4-(4-methoxy-phenyl)-2-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone as a light yellow solid. ES-MS m/e (%): 352 (M+H+, 100).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07390903B2
出典データセット	uspto-grants-2008_06
ORD ID	ord-0938a66397b149a490bb3d746efe7fcb
出典メモ	uspto-grants-2008_06