Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | HCID 68896136 | HCID 68896136 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 11603422 | HCID 11603422 | 31.1% |
Reaction Steps
To a stirred solution of 50 mg (0.15 mmol) (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-methanesulfonyl-phenyl)-methanone (described above) in 2 ml acetic acid was added 0.011 ml (0.15 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 18 mg (30%) 1-[4-(4-methanesulfonylphenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone as a light brown solid. ES-MS m/e (%): 386 (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-88f1bf8ff8a343ad91565285d5a61e0c |
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| Source note | uspto-grants-2008_06 |
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