Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N,N-Dipropyl-2-propyn-1-amine | HCID 138724 | — |
| Reactant | HCID 15390925 | HCID 15390925 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 21839347 | HCID 21839347 | — |
Reaction Steps
5.3 ml (8.45 mmol) of a 15% strength butyllithium solution in n-hexane were slowly added dropwise to a solution of 1.36 ml (7.8 mmol) of N,N-dipropyl-2-propynylamine in 6 ml of tetrahydrofuran at -78° C., and the mixture was stirred at -78° C. for one hour. After warming to room temperature, a solution of 2.0 g (6.5 mmol) of 3-ethyl-1-(4-oxopentyl)-7-propylxanthine in 8 ml of tetrahydrofuran was added. After 7 hours at room temperature, the mixture was adjusted to pH 6-7 with 4 N hydrochloric acid and partitioned between 5% strength sodium bicarbonate solution and dichloromethane. The organic phase was dried with magnesium sulfate, concentrated under reduced pressure and purified by flash chromatography, dichloromethane/methanol=19/1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05965555 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-056964b442f845449b804e1dbbf7b988 |
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| Source note | uspto-grants-1999_10 |
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