HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 69289215, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazole | HCID 11150146 | — |
| Reactant | HCID 69289819 | HCID 69289819 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69289215 | HCID 69289215 | 49.1% |
Reaction Steps
To a solution of 5-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrrole-2-carboxylic acid benzyl ester (20 mg) in DMF (1 mL) was added Cs2CO3 μl mg). The mixture was stirred for 30 min at RT. 3-Bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazole (15 mg) was added and stirring was continued for 20 h at RT whereupon the mixture was filtered. The filtrate was directly subjected to preparative HPLC(CH3CN/H2O gradient+0.05% TFA). Pure 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrrol e-2-carboxylic acid benzyl ester (15 mg) was obtained as its trifluoroacetate salt. MS (ESI+): m/e=567 [M+H]+, chloro pattern.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465806B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-d23573fb17044094af26a62195eacecd |
| Source note | uspto-grants-2008_12 |