HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Diethylamino)sulfur trifluoride → HCID 59525687, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Diethylamino)sulfur trifluoride | HCID 123472 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (4-Chloropyrimidin-2-yl)methanol | HCID 55273715 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59525687 | HCID 59525687 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
(4-Chloropyrimidin-2-yl)methanol (Example 548, Step 1) (121 mg, 0.84 mmol) was taken up in DCM (2.5 mL) and cooled to 0° C. DAST (0.122 mL, 0.92 mmol) was added and the resulting mixture stirred at 0° C. for 15 minutes and room temperature for 90 minutes. Saturated NaHCO3 was added and the products extracted into EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. Purification of the residue by silica gel chromatography (2-40% EtOAc-hexanes) gave the title compound as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367706B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-cb58b635dec24c9a9727a38f16965721 |
| Source note | uspto-grants-2013_02 |