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 66594897 | HCID 66594897 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57877729 | HCID 57877729 | 62% |
Reaction Steps
A solution of (3R)-3-(4-bromophenyl)piperidine obtained in Reference Example 15 (0.21 g, 0.9 mmol), 2-chloro-6-(3-fluoropyridin-4-yl)-3-methyl-3H-pyrimidine-4-one (0.21 g, 0.9 mmol), and triethylamine (0.30 g, 3.0 mmol) in tetrahydrofuran (10 ml) was stirred at 95° C. for 3 hours. The solvent was removed in vacuo and the residue was partitioned between water and dichloromethane. The organic layer was dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography (chloroform/methanol=10/1) to afford 2-((3R)-3-(4-bromophenyl)piperidin-1-yl)-6-(3-fluoropyridin-4-yl)-3-methyl-3H-pyrimidine-4-one (0.24 g, 62%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08129377B2 |
|---|
| Source dataset | uspto-grants-2012_03 |
|---|
| ORD ID | ord-a57fddf255594d33bcaeacfd61a0588c |
|---|
| Source note | uspto-grants-2012_03 |
|---|