Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | o-Fluorobenzaldehyde | HCID 67970 | — |
| Reactant | 1-Benzothiophene-3-carbaldehyde | HCID 227328 | — |
| Reactant | 6-hydrazino-1-isobutyl-3-methyl-2,4(1H,3H)-pyrimidinedione | HCID 19356084 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58980923 | HCID 58980923 | — |
Reaction Steps
A solution of 100 mg (0.47 mmol) of 6-hydrazino-1-isobutyl-3-methyl-2,4(1H,3H)-pyrimidinedione (Example 1d) and 76.4 mg (0.47 mmol) of 1-benzothiophene-3-carbaldehyde in 5 mL DMF was stirred at ambient temperature for 3 h. Added via syringe was 100 μL (0.95 mmol) of 2-fluorobenzaldehyde and 48 μL (0.48 mmol) of piperidine. The mixture was heated at 85° C. for 20 h. Solvent was removed, and the residue was purified by HPLC (60% CH3CN-water with 0.1% TFA) to afford the title product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07285558B2 |
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| Source dataset | uspto-grants-2007_10 |
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| ORD ID | ord-ae911cea7ea445d29020b58c34f59652 |
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| Source note | uspto-grants-2007_10 |
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