Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 68902596 | HCID 68902596 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59030527 | HCID 59030527 | 74% |
Reaction Steps
To a solution of crude 8-pyrimidin-2-yl-1,4-dioxa-spiro[4,5]decane-8-carboxylic acid and K2CO3 (227 mg, 1.64 mmol) in DMF (5 mL) was added MeI (76.7 μl, 1.23 mmol) at 25° C. After being stirred at 25° C. for 15 h, DMF was removed under reduced pressure and the residue was diluted (H2O), extracted (2×EtOAc), and washed (2× brine). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. Purification of the residue by flash chromatography (SiO2, 40-50% EtOAc/Hexanes, gradient elution) gave 8-pyrimidin-2-yl-1,4-dioxa-spiro[4,5]decane-8-carboxylic acid methyl ester (170 mg, 0.611 mmol, 74%) as a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08772296B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-6838cd1329544af3a39d484e295eb218 |
|---|
| Source note | uspto-grants-2014_07 |
|---|