HuagongsheHuagongshe Chemistry Print Report · For research reference only
TBAF tetrahydrofuran → HCID 69434160, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | HCID 69434076 | HCID 69434076 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69434160 | HCID 69434160 | 83.2% |
Reaction Steps
[5-(tert-Butyldimethylsiloxymethyl)pyrimidin-2-yl]phenylcarbamic acid tert-butyl ester (560 mg, 1.34 mmol) obtained in Step 5 was dissolved in THF (10 mL), and a 1.0 mol/L tetrabutylammonium fluoride-THF solution (4.02 mL, 4.02 mmol) was added to the solution, followed by stirring at room temperature for 1.5 hours. The reaction mixture was diluted with ethyl acetate and washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=3:1) to obtain (5-hydroxymethylpyrimidin-2-yl)phenylcarbamic acid tert-butyl ester (336 mg, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507484B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-9605ff63f4b747e79d552e0a6a107c20 |
| Source note | uspto-grants-2013_08 |