Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium iodide | HCID 66321 | — |
| Reactant | ETHYL 6-OXO-1,2-DIPHENYL-PYRIMIDINE-5-CARBOXYLATE | HCID 331074 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 66693235 | HCID 66693235 | 66.7% |
Reaction Steps
To a stirred solution of 1,6-dihydro-6-oxo-1,2-diphenyl-5-pyrimidinecarboxylic acid ethyl ester (i.e. Step B product (A)) (2.30 g, 7.18 mmol) in pyridine (15 mL) was added lithium iodide (2.46 g, 18.0 mmol). The reaction mixture was heated to reflux with stirring for 24 h. The reaction mixture was concentrated under reduced pressure. To the resulting residue was added water (10 mL) followed by 1 N hydrochloric acid until the pH was 7. The solution was filtered though Celite® diatomaceous filter aid. The filtrate was acidified with 1 N hydrochloric acid until the pH was 1, and the mixture was extracted with dichloromethane. The organic layer was dried (MgSO4) and concentrated under reduced pressure to afford a solid, which was washed with diethyl ether and dried under reduced pressure to afford the title product as a white solid (1.40 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187432B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-c83f71cd8d0b4773be3f5d8e3239aadc |
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| Source note | uspto-grants-2015_11 |
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