HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(8-(5,6-Dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)pyrrolidine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl Pyrrolidine-3-carboxylate | HCID 4114360 | — |
| Reactant | HCID 71534334 | HCID 71534334 | — |
| Product | 1-(8-(5,6-Dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)pyrrolidine-3-carboxylic acid | HCID 86682746 | 6.4% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
A suspension of 6-chloro-N-(5,6-dimethoxypyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (1 g, 3.27 mmol), methylpyrrolidine-3-carboxylate (1.69 g, 13.1 mmol), triethylamine (1.32 g, 13.1 mmol) and cesium carbonate (4.26 g, 13.1 mmol) was heated to 180° C. for 2 h. The residue was purified by chromatography (silica gel, 200-300 mesh, dichloromethane:MeOH=20:1) to give 1-(8-(5,6-dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)pyrrolidine-3-carboxylic acid (80 mg, 6%) as a red solid. LC-MS: 385 [M+1]+, tR=1.258 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169259B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-dbb12f9fe06a49019f7bff2b8ae5c0ff |
| Source note | uspto-grants-2015_10 |