HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 6-(2-Pyrrolidin-1-yl-ethoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl oxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 6-(2-chloro-ethoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl oxime | HCID 86673076 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-(2-Pyrrolidin-1-yl-ethoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl oxime | HCID 86673075 | 71% |
Reaction Steps
A mixture of 6-(2-chloro-ethoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl oxime (example 87B) (64 mg, 0.16 mmol), potassium carbonate (64 mg, 0.46 mmol) and pyrrolidine (19 μl, 0.24 mmol), in acetonitrile (1.5 ml) was heated in a sealed tube at 100° C. for 18 hours. The yellow suspension was filtered, the solid washed with ethyl acetate and the combined filtrates concentrated to dryness. The residue was purified by silica gel flash chromatography (gradient ethyl acetate/methanol 0-2%) to yield the title compound (49 mg, 71%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962627B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-9cd89519f34c43918a49b565ebacd8a8 |
| Source note | uspto-grants-2015_02 |