Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | HCID 9813406 | HCID 9813406 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 11500348 | HCID 11500348 | 32% |
Reaction Steps
To a stirred solution of 50 mg (0.21 mmol) (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-furan-2-yl-methanone in 2 ml acetic acid was added 0.016 ml (0.21 mmol) of 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 20 mg (31%) 1-(4-furan-2-yl-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone as a yellow solid. ES-MS m/e (%): 298 (M+H+, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07390903B2 |
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| Source dataset | uspto-grants-2008_06 |
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| ORD ID | ord-c9dd164a322641138d971b20353d1708 |
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| Source note | uspto-grants-2008_06 |
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