Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | HCID 18425451 | HCID 18425451 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- | HCID 81646 | — |
| Product | HCID 9865523 | HCID 9865523 | 62.2% |
Reaction Steps
A mixture of 7-(piperidin-4-ylamino)-1-methyl-3-ortho-tolyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (0.1 g, 0.284 mmol) (prepared as described in Example 25), 2-bromoethanol (0.024 mL, 0.34 mmol), and triethylamine (0.047 mL, 0.34 mmol) in 10 mL of toluene and 1.5 mL of DMPU was heated at 100° C. for 17 hours. The solvent was evaporated under reduced pressure and the residue was purified by chromatography on silica gel using 40:10:2 ethyl acetate/methanol/isopropylamine as eluant to give 70 mg (52%) of 7-[1-(2-hydroxyethyl)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-ef4a6192460e4d368943b58a7a199ba8 |
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| Source note | uspto-grants-2002_09 |
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