Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Methyl-1H-pyrrole-2-carbaldehyde | HCID 14504 | — |
| Reactant | HCID 69429449 | HCID 69429449 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 58981001 | HCID 58981001 | — |
Reaction Steps
1-Benzothiophene-3-carbaldehyde N-(3-isobutyl-1-methyl-2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)hydrazone (100 mg, 0.284 mmol) was suspended in anh. DMA (3 mL) under an atmosphere of N2 gas. To the suspension was added N-methylpyrrole-2-carboxaldehyde (37 mg, 0.34 mmol). To this suspension was added catalytic amounts of triethylamine (25 μL). The reaction mixture was placed in a preheated heating block maintained at 90° C. and heated under N2 gas for 18 h. At the end of reaction the solvent was removed in vacuo and the resulting brown oil was resuspended in DMSO (1.5 mL) and was purified by semi preparative RPHPLC eluting with MeCN/water/TFA mixtures. Yield=37 mg, Rt=2.46 min, MS: 444,(M+H).
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-97ae7df07cf645aeb5d4276c460ffb61 |
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| Source note | uspto-grants-2007_10 |
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