1-Cyclopropyl-butane-1,3-dione → (4-(3,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno [2,3-b]pyridin-3-yl)-methanone

참여 물질

역할	이름	HCID	투입량
반응물	1-Cyclopropyl-butane-1,3-dione	HCID 11018869	—
반응물	3-(3,4-dichlorobenzoyl)-4H,5H,6H-cyclopenta[b]thiophen-2-amine	HCID 28337439	—
촉매	Sulfuric Acid	HCID 1118	—
용매	Acetic Acid	HCID 176	—
생성물	(4-(3,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno [2,3-b]pyridin-3-yl)-methanone	HCID 131726944	—

반응 조건

온도	100 °C

반응 단계

To a stirred solution of 60 mg (0.19 mmol) (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(3,4-dichloro-phenyl)-methanone (the preparation of which is described in example 1) in 2 ml acetic acid was added 32 mg (0.25 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. Preparative HPLC (30% CH3CN/H20) afforded 24 mg (31%) cyclopropyl-[(4-(3,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno [2,3-b]pyridin-3-yl)-methanone as a light brown solid. ES-MS m/e (%): 402 (M+H+, 100).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07390903B2
출처 데이터셋	uspto-grants-2008_06
ORD ID	ord-ad608b5089bd476299843e7157147554
출처 메모	uspto-grants-2008_06