HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → ethyl ((1S)-5-{3-[(3-methyl-7-propyl-1,2-benzisoxazol-6-yl)oxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | ethyl[(1S)-5-(3-bromopropoxy)-2,3-dihydro-1H-inden-1-yl]acetate | HCID 16110497 | — |
| Reactant | 3-Methyl-7-propyl-1,2-benzisoxazol-6-ol | HCID 136029788 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl ((1S)-5-{3-[(3-methyl-7-propyl-1,2-benzisoxazol-6-yl)oxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate | HCID 59300521 | 44.7% |
Reaction Steps
To a mixture of 3-methyl-7-propyl-1,2-benzisoxazol-6-ol (269 mg, 1.01 mmol) (Example 67) and ethyl [(1S)-5-(3-bromopropoxy)-2,3-dihydro-1H-inden-1-yl]acetate (331 mg, 1.01 mmol) (Example 45) in DMF (8 mL, containing 1 vol % water) was added Cs2CO3 (661 mg, 2.03 mmol). The mixture was stirred for 16 h at rt, and then the reaction mixture was concentrated under reduced pressure. The residue was suspended in EtOAc and filtered through a small plug of silica to give 204 mg (39%) of the title compound as a white solid that was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906653B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-1c298b2b4364485c81484657539943cb |
| Source note | uspto-grants-2011_03 |