Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | Ethyl isobutyrylacetate | HCID 81583 | — |
| Reactant | HCID 178485118 | HCID 178485118 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178468506 | HCID 178468506 | 63% |
Reaction Steps
1-Methylguanidine hydrochloride (8.25 g), 4-Fluorobenzaldehyde (4.2 g), ethyl 4-methyl-3-oxo-pentanoate (5.0 g) and DMF (100 ml) were charged to a vessel equipped with a condenser and connected to a nitrogen line. The resultant mixture stirred until a clear solution is obtained. Sodium carbonate (4.0 g) was charged and the mixture heated to 70° C. for 2 hours. The reaction mixture was cooled to ambient temperature, filtered, and the solvents removed by evaporation under reduced pressure. The resultant oil was triturated in water at 50° C. and cooled to give a slurry that was filtered and dried to give ethyl 4-(4-fluorophenyl)-6-isopropyl-2-methylamino-1,6-dihydropyrimidine-5-carboxylate in 63% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07524955B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-a82b4aa1d1e14cbb82f2b0a9aa4586e9 |
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| Source note | uspto-grants-2009_04 |
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