(2-Aminothiophen-3-yl)(phenyl)methanone → Cyclopropyl-(6-methyl-4-phenyl-thieno[2,3-b]pyridin-5-yl)-methanone

HRID 133528

反応式

[NH2:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O.[CH:15]1([C:18](=[O:23])[CH2:19][C:20](=O)[CH3:21])[CH2:17][CH2:16]1>C(O)(=O)C.S(=O)(=O)(O)O>[CH:15]1([C:18]([C:19]2[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[C:6]3[CH:5]=[CH:4][S:3][C:2]3=[N:1][C:20]=2[CH3:21])=[O:23])[CH2:17][CH2:16]1

参加物

反応条件

温度: 100 °C

実験手順

To a stirred solution of 60 mg (0.29 mmol) (2-amino-thiophen-3-yl)-phenyl-methanone (the preparation of which is described in example 20) in 2 ml acetic acid was added 50 mg (0.39 mmol) of 1-cyclopropyl-butane-1,3-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 6:1) afforded 7 mg (8%) cyclopropyl-(6-methyl-4-phenyl-thieno[2,3-b]pyridin-5-yl)-methanone as a colorless oil. ES-MS m/e (%): 294 (M+H+, 100).

後処理

concentrationconcentrated in vacuo

出典と根拠

ORDレコード: ord-7f8697feb0854967a8b7977ce8ccc7c8
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