HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloropyridine → 7-(3-Chloropyridin-2-yl)-N-(4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloropyridine | HCID 16988 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-(4-(Trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine | HCID 59021576 | — |
| Solvent | N,N-Diethylacetamide | HCID 12703 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 7-(3-Chloropyridin-2-yl)-N-(4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine | HCID 12004364 | 17% |
Reaction Steps
The solution of diisopropylethylamine (252 mg, 1.95 mmol), N-(4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine (443 mg, 1.3 mmol) and 2,3-dichloropyridine (386 mg, 2.6 mmol) in dioxane (5 mL) and N,N-diethylacetamide (0.5 mL) was irradiated in microwave at 180° C. for 10 h. Solvent was removed in vacuo and residue was purified by column chromatography, product was obtained as a beige solid (100 mg, 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07414131B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-b9abd9a2a6f44687a4771b3d728bda0d |
| Source note | uspto-grants-2008_08 |