HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 56591988, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | HCID 86681873 | HCID 86681873 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 56591988 | HCID 56591988 | 51% |
Reaction Steps
N-[2-Fluoro-4-(methylsulfonyl)phenyl]-7-(piperidin-4-yl)furo[3,2-d]pyrimidine-4-amine hydrochloride (9.0 mg, 0.021 mmol) was dissolved in pyridine (0.4 mL), and a 0.25 mol/L solution of benzyl chloroformate in anhydrous methylene chloride (0.1 mL) was added dropwise slowly under ice-cooling, and then the resultant mixture was stirred for 15 minutes under ice-cooling, and water was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under a reduced pressure, and the obtained residue was purified by silica gel preparative thin layer chromatography (chloroform:methanol=20:1) to give the titled compound (5.6 mg, 51%) as a yellow oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765771B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-440d97badd994385bfbcfb090d0b6fc3 |
| Source note | uspto-grants-2014_07 |