HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203018Generated: November 1, 2026
Cesium carbonate → 4-((4-Chlorobenzyl)amino)-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one
https://huagongshe.com/reaction/2203018
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chlorobenzylamine | HCID 66036 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 4-Bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-2(1h)-pyridinone | HCID 121386204 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 4-((4-Chlorobenzyl)amino)-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one | HCID 89690540 | 20.3% |
Reaction Steps
A mixture of 4-bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one (80 mg), 4-chlorobenzylamine (49.4 mg), xantphos (10.8 mg), tris(dibenzylideneacetone)dipalladium(0) (5.3 mg), cesium carbonate (151 mg) and DMA (2 ml) was heated at 120° C. for 30 min under microwave irradiation. The reaction mixture was cooled to room temperature, poured into water and extracted with EtOAc-THF. The extract was washed with brine, dried over MgSO4, concentrated and purified by NH silica gel column chromatography (hexane/EtOAc then EtOAc/MeOH) to give the title compound (19.1 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09365540B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-ba10fc58a121404798d7f084f2035206 |
|---|
| Source note | uspto-grants-2016_06 |
|---|
