HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66738229, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- | HCID 11325 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Fluoro-4-iodopyridin-3-ol | HCID 66674592 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66738229 | HCID 66738229 | 58.3% |
Reaction Steps
Cool a suspension of 6-fluoro-4-iodo-pyridin-3-ol (1.5 g, 6.28 mmol) and K2CO3 (4.38 g, 31.4 mmol) in DMF (10 mL) to 0° C. in an ice bath under nitrogen. Add 2-(2-bromo-ethyl)-isoindole-1,3-dione (3.19 g, 12.55 mmol). Stir the mixture at RT overnight. Add water. Extract with ethyl acetate. Wash the solution with aqueous saturated sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo. Purify by column chromatography (hexane to 30% ethyl acetate in hexane) to afford the title compound as a yellow oil (1.51 g, 58%). 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-2704b41511da4a2e8375717f165846b2 |
| Source note | uspto-grants-2012_02 |