Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 68973119 | HCID 68973119 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68974947 | HCID 68974947 | 82% |
Reaction Steps
To a solution of 4-amino-1-hexyl-1H-pyrimidin-2-one (C) (0.10 g, 0.513 mmol) in dry CH2Cl2 (7 ml) was added N,N carbonyl diimidazole (0.131 g, 0.513 mmol) and the solution was stirred at room temperature for 16 h. The solvent was evaporated and the residue redissolved in dry chloroform Hexane was then added to precipitate the intermediate, which was dried in vacuo and used directly without further purification. To a solution of the resulting imidazole intermediate (0.100 g, 0.346 mmol) was added to a solution of ethyldiamine (0.14 ml, 2.07 mmol) in dry THF (5 ml). The solution was stirred at room temperature for 16 h under N2 atmosphere. The solvents were then evaporated and the residue was dissolved in chloroform and washed with water and brine. The organic phases were combined and dried over MgSO4. The solvent was evaporated in vacuo and the crude compound was purified through flash silica gel chromatography (CHCl3/MeOH/Et3N (1:2:0.1)) to afford pure compound (L) (0.080 g, 82%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076426B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-0f13864c1b1a41c2a22a0bd3d6173236 |
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| Source note | uspto-grants-2011_12 |
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