HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → (S)-6-(5-Chloropyridin-2-yl)-N-(1-(6-(trifluoromethyl)pyridin-3-yl)ethyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Bromo-6-(5-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine | HCID 58103575 | — |
| Reactant | (alphaS)-alpha-Methyl-6-(trifluoromethyl)-3-pyridinemethanamine | HCID 58103579 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-6-(5-Chloropyridin-2-yl)-N-(1-(6-(trifluoromethyl)pyridin-3-yl)ethyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine | HCID 25033575 | 55.6% |
Reaction Steps
4-Bromo-6-(5-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (25 mg, 0.077 mmol), (S)-1-(6-(trifluoromethyl)pyridin-3-yl)ethanamine (73.0 mg, 0.384 mmol), N,N-diisopropylethylamine (40.1 μL, 0.230 mmol), and acetonitrile (1.0 mL) were added to a 0.5 to 2 mL microwave vial. The mixture was reacted in the microwave reactor for 2.5 hrs at 200° C. The resulting mixture was treated with CH2Cl2 and washed with 1 M NaH2PO4, dried (Na2SO4), and evaporated. The residue was purified by silica gel column to obtain a light yellow solid (18.6 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653091B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-57a1ec5796414503a141b219a3cc77ef |
| Source note | uspto-grants-2014_02 |