HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetyl chloride → (8S)-2-(morpholin-4-yl)-9-(phenylacetyl)-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetyl chloride | HCID 7679 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | (S)-8-(Morpholin-4-yl)-2-(trifluoromethyl)-1,2,3,4-tetrahydropyrimido[1,2-a]pyrimidin-6-one | HCID 136238743 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | (8S)-2-(morpholin-4-yl)-9-(phenylacetyl)-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one | HCID 49854609 | 2.9% |
Reaction Steps
The product is prepared according to the procedure described in Example 18, using 300 mg of (8S)-2-morpholin-4-yl-8-trifluoromethyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one (Example 1e), 47 mg of sodium hydride and 152 mg of phenylacetyl chloride in 4 ml of tetrahydrofuran. After two successive purifications by silica chromatography (eluent: CH2Cl2/MeOH; gradient of 100/0 to 98/02 then CH2Cl2/EtOAc 95/05), 12 mg of (8S)-2-(morpholin-4-yl)-9-(phenylacetyl)-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4 H-pyrimido[1,2-a]pyrimidin-4-one are obtained in the form of a colourless lacquer, the characteristics of which are the following:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846670B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-9d298615b7254d48be2628e8644e4725 |
| Source note | uspto-grants-2014_09 |