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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133517Generated: October 25, 2026

1,1,1-Trifluoro-2,4-pentanedione → 2,2,2-Trifluoro-1-(6-methyl-4-phenyl-thieno[2,3-b]pyridin-5-yl)-ethanone

https://huagongshe.com/reaction/133517

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
Reactant(2-Aminothiophen-3-yl)(phenyl)methanoneHCID 644720—
CatalystSulfuric AcidHCID 1118—
SolventAcetic AcidHCID 176—
Product2,2,2-Trifluoro-1-(6-methyl-4-phenyl-thieno[2,3-b]pyridin-5-yl)-ethanoneHCID 1165268817%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 50 mg (0.24 mmol) (2-amino-thiophen-3-yl)-phenyl-methanone in 2 ml acetic acid was added 0.031 ml (0.24 mmol) of 1,1,1-trifluoro-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. Preparative HPLC (30% CH3CN/H20) afforded 13 mg (17%) 2,2,2-trifluoro-1-(6-methyl-4-phenyl-thieno[2,3-b]pyridin-5-yl)-ethanone as a yellow oil. ES-MS m/e (%): 322 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390903B2
Source datasetuspto-grants-2008_06
ORD IDord-fe41fcf64da04855b16fce2bcf085606
Source noteuspto-grants-2008_06