HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloropyridine → N-(4-tert-Butylphenyl)-7-(3-chloropyridin-2-yl)-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-tert-Butylphenyl)-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine | HCID 59021569 | — |
| Solvent | N,N-Diethylacetamide | HCID 12703 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(4-tert-Butylphenyl)-7-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine | HCID 12004390 | 25% |
Reaction Steps
The solution of diisopropylethylamine (235 mg, 1.82 mmol), N-(4-tert-butylphenyl)-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine (300 mg, 0.91 mmol) and 2,3-dichloropyridine (270 mg, 1.82 mmol) in dioxane (5 mL) and N,N-diethylacetamide (0.5 mL) was irradiated in microwave at 180° C. for 10 hr. Solvent was removed in vacuo and residue was dissolved in ethyl acetate, washed with water and brine and dried over sodium sulfate and purified by column chromatography, product was obtained as a beige solid (100 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312330B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-3928d8c3788b4a6a912474ed892cb684 |
| Source note | uspto-grants-2007_12 |