HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Acetate → HCID 86671078, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 4-(Trifluoromethoxy)aniline | HCID 600848 | — |
| Reactant | 6-chloro-4-[(tetrahydro-2H-pyran-4-yl)oxy]-Pyrido[3,2-d]pyrimidine | HCID 86671065 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86671078 | HCID 86671078 | 94% |
Reaction Steps
A mixture of 4,6-dichloropyrido[3,2-d]pyrimidine (Intermediate 1, step D) (0.200 g, 1.00 mmol), 4-(trifluoromethoxy)aniline (0.177 g, 1.00 mmol) and sodium acetate (0.246 g, 3.00 mmol) in 5 ml of solvent (THF:H2O=1:1) was refluxed for 1 hour. The reaction mixture was diluted with EtOAc. The organics were washed with brine, dried over Na2SO4, filtered and concentrated. The crued was purified by column chromatography on SiO2 (Hex:EtOAc=1:1) to get 6-chloro-N-(4-(trifluoromethoxy)phenyl)pyrido[3,2-d]pyrimidin-4-amine (0.32 g, 94%) as a yellow solid. 1H-NMR (CDCl3, Varian 400 MHz) δ 7.30 (1H, d, J=8.4 Hz), 7.72 (1H, d, J=8.8 Hz), 7.98 (1H, d, J=9.2 Hz), 8.15 (1H, dd, J=8.8 Hz), 8.80 (1H, s), 8.90 (1H, br s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422298B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-d0b5dff543f64657b371d4a7424a52a5 |
| Source note | uspto-grants-2016_08 |