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

HRID 133500

反応式

[NH2:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)=O.[CH3:21][C:22](=O)[CH2:23][C:24](=[O:26])[CH3:25]>C(O)(=O)C.S(=O)(=O)(O)O>[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([C:11]2[C:23]([C:24](=[O:26])[CH3:25])=[C:22]([CH3:21])[N:1]=[C:2]3[S:6][C:5]4[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=4[C:3]=23)=[CH:14][CH:15]=1

参加物

反応条件

温度: 100 °C

実験手順

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).

後処理

concentrationconcentrated in vacuo

出典と根拠

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

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 2

反応条件

実験手順

後処理

出典と根拠

関連ノート