Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 18425451 | HCID 18425451 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 87799380 | HCID 87799380 | — |
Reaction Steps
A mixture of 7-(piperidin-4-ylamino)-1-methyl-3-ortho-tolyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (0.19 g, 0.54 mmol) (prepared as described in Example 25), 1.0 mL of methyl acrylate, 0.5 mL of triethylamine, 0.5 mL of 1-methyl-2-pyrrolidinone, and 5 mL of tetrahydrofuran was heated at 75° C. for 17 hours. The reaction mixture was evaporated under reduced pressure, and the residue was purified by chromatography on silica gel using 5% methanol in dichloromethane as eluant to give 132 mg (56%yield) of the product. 1M Hydrochloric acid in ether was added to a solution of the product in ethyl acetate, and the suspension stirred at room temperature for 1 hour. The mixture was evaporated under reduced pressure to give the hydrochloride salt of 7-[l-(2-methoxy-carbonylethyl)piperidin-4-ylamino]-1-methyl-3-ortho-tolyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06451804B1 |
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| Source dataset | uspto-grants-2002_09 |
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| ORD ID | ord-ba857f5dea1b45f0ade66db927488fbd |
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| Source note | uspto-grants-2002_09 |
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