Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | HCID 22114883 | HCID 22114883 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86756134 | HCID 86756134 | — |
Reaction Steps
To a mixture of 8-(5-amino-4-chloro-2-fluorophenyl)-7,8-dihydro-5-trifluoromethylimidazo[1,2-a]pyrimidin-7-one (1.5 g), copper(I) chloride (0.06 g) and acetone (30 ml) was added concentrated hydrochloric acid (1.13 g) and ethyl acrylate (5.0 g) under ice-cooled condition. Sodium nitrite (0.38 g) dissolved in water was added slowly under ice-cooled condition to the mixture, which was then stirred for 3 hours at room temperature. The reaction solution was poured into water and extracted with ethyl acetate. The extract layer was washed with diluted hydrochloric acid and water in this order, and dried on anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by a preparative thin-layer plate of silica gel (developing solvent: ethyl acetate/hexane=3/7) to give the compound of interest (0.5 g) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06165942 |
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| Source dataset | uspto-grants-2000_12 |
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| ORD ID | ord-72e315e6539f4476930913bf82f35fbd |
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| Source note | uspto-grants-2000_12 |
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