Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Aminobenzonitrile | HCID 13396 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 14231090 | HCID 14231090 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 13913229 | HCID 13913229 | 40.7% |
Reaction Steps
0.92 g of 4-chloro-6,7-dihydro-7-methoxy-5H-cyclopenta[d]pyrimidine [prepared as described in step (e) above] and 0.59 g of p-aminobenzonitrile were dissolved in 5 ml of ethanol, and the solution was stirred at 130° C. for 10 minutes. At the end of this time, the mixture was cooled to room temperature, and the resulting solid reaction product was pulverized. 50 ml of a 1N aqueous solution of sodium hydroxide and 200 ml of ethyl acetate were added to the resulting powder, and the ethyl acetate layer was separated, washed with water and dried over anhydrous sodium sulfate. The ethyl acetate was evaporated off under reduced pressure, and the resulting residue was purified by silica gel column chromatography, eluted with ethyl acetate, to give 0.54 g of the title compound as colorless crystals melting at 167°-169° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04749704 |
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| Source dataset | uspto-grants-1988_06 |
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| ORD ID | ord-89eea037dfc74eab92106e66db29f01f |
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| Source note | uspto-grants-1988_06 |
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