Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-(5-Bromopentyl)phthalimide | HCID 136770 | — |
| Reactant | HCID 13809154 | HCID 13809154 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21190165 | HCID 21190165 | 20.9% |
Reaction Steps
To a suspension of 81 mg (0.51 mmol) of 3,4-dihydro-1,3,7b-triazacyclopent[cd]inden-4-one in 1 ml of DMF was added, while stirring under ice-cooling, 25 mg (0.63 mmol) of 60% sodium hydride (dispersion in oil). The mixture was stirred for 15 minutes at the same temperature. To the reaction mixture was added a solution of 151 mg (0.51 mmol) of N-(5-bromopentyl)phthalimide in 1 ml of DMF. The mixture was stirred for two hours at 110° C. After cooling, the reaction mixture was poured into water, extracted with ethyl acetate. The extract was washed with an aqueous saline solution and dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by column chromatography (eluent:ethyl acetate/ethanol=10:1) to afford 40 mg of the desired compound (20.9%, a colorless solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06251905B1 |
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| Source dataset | uspto-grants-2001_06 |
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| ORD ID | ord-5c03018fe89c43639b96f0987a69c142 |
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| Source note | uspto-grants-2001_06 |
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