HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67233992, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | alpha-Bromo-o-fluorotoluene | HCID 67968 | — |
| Reactant | HCID 67233699 | HCID 67233699 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67233992 | HCID 67233992 | 60% |
Reaction Steps
(1S,2R) and (1R,2S)-methyl-2-(4-fluorophenyl)-2′-oxospiro[cyclopropane-1,3′-indoline]-5′-carboxylate (500 mg, 1.61 mmol), 1-bromomethyl-2-fluoro-benzene (456 mg, 2.14 mmol) and Cs2CO3 (785 mg, 4.2 mmol) were mixed in anhydrous DMF and stirred at room temperature for 8 hours. HPLC monitored the reaction finished. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography (gradient elution, 15-25% ethyl acetate in petroleum ether) to give title compound as white solid (405 mg, 60%). LC/MS m/e calcd. for C25H19F2NO3 420, observed (M+H)+: 420.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354443B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-a00e0e6b9c334630a21c3e3b23fd0da0 |
| Source note | uspto-grants-2013_01 |