HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86641878, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethane, 1-fluoro-2-iodo- | HCID 69804 | — |
| Reactant | HCID 66738218 | HCID 66738218 | — |
| Solvent | Chloroform isopropyl alcohol | HCID 21906603 | — |
| Product | HCID 86641878 | HCID 86641878 | 41.5% |
Reaction Steps
Add sodium hydride (58.9 mg, 2.46 mmol) to a solution of [1-(6-fluoro-4-iodo-pyridin-3-yl)-ethyl]-carbamic acid tert-butyl ester (300 mg, 819 μmol) at 0° C. Stir the mixture at 0° C. to RT for 1 h. Add 1-fluoro-2-iodo-ethane (570 mg, 3.28 mmol). Stir the mixture at RT for 4 h and then at 50° C. overnight. Dilute the mixture with chloroform/IPA (3/1, 100 mL) and wash with water/aqueous saturated sodium chloride. Dry the organic phase over sodium sulfate and concentrate in vacuo to give the crude product. Purify the crude product by FCC (20% ethyl acetate in hexane) to give 140 mg of the title compound (41%). MS (ES) m/z 413 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114872B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-2d853eef79084126a49cea858949e589 |
| Source note | uspto-grants-2012_02 |