Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 86666574 | HCID 86666574 | — |
| Solvent | Sodium Chloride | HCID 5234 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67954714 | HCID 67954714 | 55% |
Reaction Steps
Add (R)-2-(2-(1-(5-methyl-7-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-4-yl)piperidin-4-yl)-4-(trifluoromethyl)-1H-imidazol-1-yl)ethyl methanesulfonate (0.50 g, 0.99 mmol), tert-butylamine (0.52 mL, 7.1 eq), and triethylamine (0.69 mL, 5.0 eq) in dimethylformamide (5 mL). Heat to 50° C. in a sealed tube for 48 hours. Dilute the solution with saturated aqueous sodium chloride. Add the mixture into ethyl acetate. Wash the organics with saturated aqueous sodium chloride and concentrate in vacuo. Purify by silica gel chromatography, eluting with 20% ethanol/acetone, to give the title compound (0.27 g, 55%). MS (ES) m/z=480 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08436002B2 |
|---|
| Source dataset | uspto-grants-2013_05 |
|---|
| ORD ID | ord-aae575e590924d19a23a4bec620038d0 |
|---|
| Source note | uspto-grants-2013_05 |
|---|