Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Succinic anhydride | HCID 7922 | — |
| Reactant | 4-(2-(Diethylamino)ethoxy)aniline | HCID 418932 | — |
| Reactant | HCID 68862069 | HCID 68862069 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 68857338 | HCID 68857338 | 62.2% |
Reaction Steps
A mixture of 700 mg (1.78 mmol) of 7-(imidazol-1-yl)-1-isopropyl-3-(4-methoxybenzyl)-1H-pyrimido[4,5-d]pyrimidine-2,4-dione and 1.1 g (5.35 mmol) of 4-(2-diethylaminoethoxy)aniline is heated at 180° C. for 4 hours, then cooled. To the reaction mixture is added 357 mg (3.6 mmol) of succinic anhydride, 1 mL of chloroform, and 3 mL of dimethylformamide. The reaction mixture is heated at 50° C. for 2 hours, cooled, and diluted with chloroform. The mixture is washed with a saturated solution of sodium bicarbonate and brine. The organic phase is dried over magnesium sulfate, filtered, and concentrated. The residue is chromatographed on silica eluting with 5:95 methanol/chloroform to give a yellow solid which is crystallized from methanol/water to give 590 mg (61%) of the title compound: mp 139-141° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07501425B1 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-4d1bd65c1cad471aaf49b4c5d19295ec |
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| Source note | uspto-grants-2009_03 |
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