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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133549Generated: October 29, 2026

1-Cyclopropyl-butane-1,3-dione → Cyclopropyl-(6-methyl-2,4-diphenyl-thieno[2,3-b]pyridin-5-yl)-methanone

https://huagongshe.com/reaction/133549

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclopropyl-butane-1,3-dioneHCID 11018869—
Reactant(2-Amino-5-phenyl-thiophen-3-yl)-phenyl-methanoneHCID 28325476—
CatalystSulfuric AcidHCID 1118—
SolventAcetic AcidHCID 176—
ProductCyclopropyl-(6-methyl-2,4-diphenyl-thieno[2,3-b]pyridin-5-yl)-methanoneHCID 1162486917%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a stirred solution of 0.130 g (0.465 mmol) (2-amino-5-phenyl-thiophen-3-yl)-phenyl-methanone in 7 ml acetic acid was added 62 mg (0.491 mmol) of 1-cyclopropyl-butane-1,3-dione and one drop of sulfuric acid. The mixture was then stirred at 110° C. for 20 minutes in a microwave and then concentrated in vacuo. Preparative HPLC (30% CH3CN/H20) afforded 29 mg (17%) cyclopropyl-(6-methyl-2,4-diphenyl-thieno[2,3-b]pyridin-5-yl)-methanone as a light yellow powder. ES-MS m/e (%): 370 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390903B2
Source datasetuspto-grants-2008_06
ORD IDord-e0fce0ffee6444d5a759b9313063c088
Source noteuspto-grants-2008_06