HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-fluoro-2-(4-methoxybenzyl)-7-methylisoquinolin-1(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | 6-Fluoro-7-methylisoquinolin-1(2H)-one | HCID 59226050 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | 6-fluoro-2-(4-methoxybenzyl)-7-methylisoquinolin-1(2H)-one | HCID 59226043 | 54.5% |
Reaction Steps
To a solution of 9.17 g (51.8 mmol) of 6-fluoro-7-methyl-2H-isoquinolin-1-one in 80 ml of DMF were added 20.2 g (62.1 mmol) of cesium carbonate and then 8.92 g (56.9 mmol) of 4-methoxybenzylchloride. After stirring at room temperature for 90 minutes the reaction mixture was poured into 600 ml of water, stirred for 1 h, and then the precipitated product was isolated by suction. From the mother liquor additional product was isolated by chromatography with heptane/ethyl acetate (80:20). The combined products were recrystallized from ethyl acetate and 8.39 g of 6-fluoro-2-(4-methoxy-benzyl)-7-methyl-2H-isoquinolin-1-one were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742116B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-fa3fa7b9c15b46288b27289d43ff887e |
| Source note | uspto-grants-2014_06 |