HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → HCID 58280104, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 4-bromobutyrate | HCID 107604 | — |
| Reactant | HCID 58280184 | HCID 58280184 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58280104 | HCID 58280104 | — |
Reaction Steps
Dissolve 100 mg (0.25 mmol) of (+/−)-5-(4-methoxyphenyl)-6-phenyl-4-(pyrrolidin-2-ylmethoxy)furo[2,3-d]-pyrimidine (Example 38A) in 2 ml of THF and successively add 65 μl (0.374 mmol) of DIEA, 4.1 mg (0.025 mmol) of potassium iodide and 45 mg (0.25 mmol) of 4-bromobutyric acid methyl ester. Heat the mixture under reflux for 1 h and then add to water with cooling. Extract three times with ethyl acetate and wash the combined organic phases twice with buffer solution (pH 7) and with saturated sodium chloride solution. Dry the solution over magnesium sulphate and concentrate under reduced pressure. Purify the crude product by preparative RP-HPLC (eluent: acetonitrile/water gradient). 47 mg (37.6% of theory) of the target product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324222B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-02949933d0ec41fcb3f26b3d27b5f4de |
| Source note | uspto-grants-2012_12 |