Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-3-methyl-6-(3-fluoropyridin-4-yl)-3H-pyrimidin-4-one | HCID 59576812 | — |
| Reactant | HCID 66594538 | HCID 66594538 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66594863 | HCID 66594863 | 39% |
Reaction Steps
2-Chloro-3-methyl-6-(3-fluoropyridin-4-yl)-3H-pyrimidin-4-one (0.26 g, 1.09 mmol) was added to a solution of (2S)-2-(4-(N-methyl-N-((3R)-tetrahydrofuran-3yl)amino)phenyl)morpholine hydrochloride obtained in Reference Example 6 (0.4 g, 1.19 mmol) and triethylamine (0.6 g, 5.93 mmol) in tetrahydrofuran (20 ml) at room temperature for 15 hours. The mixture was partitioned between water and chloroform. The organic layer was washed with brine, dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting 5-10% methanol in chloroform to furnish 6-(3-fluoropyridin-4-yl)-2-((2S)-2-(4-(N-methyl-N-((3R)-tetrahydrofuran-3-yl)amino)-phenyl)morpholin-4-yl)-3-methyl-3H-pyrimidin-4-one (0.20 g, 39%) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08129377B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-7758a9928ab24ce8993ed668d77685d2 |
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| Source note | uspto-grants-2012_03 |
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