HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Phenoxy-3-pyridinamine → 4-Chloro-N1-(6-phenoxy-pyridin-3-yl)-N3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-isophthalamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Phenoxy-3-pyridinamine | HCID 212856 | — |
| Reactant | 4-chloro-3-(1H-pyrrolo[2,3-b]pyridin-5-ylcarbamoyl)-benzoyl chloride | HCID 86637255 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Chloro-N1-(6-phenoxy-pyridin-3-yl)-N3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-isophthalamide | HCID 24812020 | 37% |
Reaction Steps
6-Phenoxy-pyridin-3-ylamine (0.078 g, 0.42 mmol) was added to a solution of 4-chloro-3-(1H-pyrrolo[2,3-b]pyridin-5-ylcarbamoyl)-benzoyl chloride in DCM (5 ml) and the reaction stirred at room temperature for 2 hours. The solvent was removed under reduced pressure and the crude product triturated with acetonitrile:water (1:1, 10 ml). The solid was filtered to afford 4-Chloro-N1-(6-phenoxy-pyridin-3-yl)-N3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-isophthalamide as the hydrochloride salt, 0.086 g, (37% yield) over two steps.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067599B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-314470b9bba3483e960fc1ec9abd4302 |
| Source note | uspto-grants-2011_11 |