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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133535Generated: October 30, 2026

1-Cyclopropyl-butane-1,3-dione → HCID 11516675, compound

https://huagongshe.com/reaction/133535

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclopropyl-butane-1,3-dioneHCID 11018869—
ReactantHCID 14857462HCID 14857462—
CatalystSulfuric AcidHCID 1118—
SolventAcetic AcidHCID 176—
ProductHCID 11516675HCID 1151667528.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 60 mg (0.20 mmol) 4-(2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonyl)-benzoic acid methyl ester in 2 ml acetic acid was added 33 mg (0.26 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 22 mg (28%) 4-(3-cyclopropanecarbonyl-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-4-yl)-benzoic acid methyl ester as a light brown oil. ES-MS m/e (%): 392 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390903B2
Source datasetuspto-grants-2008_06
ORD IDord-63905dde663849bd8c760023b09b61d8
Source noteuspto-grants-2008_06