HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichloropyrimidine → 3-(2-Chloropyrimidin-4-yl)-5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | HCID 71253848 | HCID 71253848 | — |
| Product | 3-(2-Chloropyrimidin-4-yl)-5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridine | HCID 86676701 | 50% |
Reaction Steps
Following the Stille coupling procedure of Example 299, 5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-3-(trimethylstannyl)-1H-pyrazolo[3,4-c]pyridine and 2,4-dichloropyrimidine were reacted. The product was purified via silica gel chromatography using a gradient of ethyl acetate in heptane to afford 60 mg (50%) of 3-(2-Chloropyrimidin-4-yl)-5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridine. ESI MS m/z 439.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260425B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-0c70b4e862e1446ba3ff622cdbe1edc6 |
| Source note | uspto-grants-2016_02 |