HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 59205089, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromo-2-methanesulfonylpyridine | HCID 13433424 | — |
| Reactant | methyl 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-hydroxy-benzoate | HCID 59127138 | — |
| Catalyst | Bromotris(triphenylphosphine)copper(I) | HCID 11251615 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 59205089 | HCID 59205089 | — |
Reaction Steps
A mixture of methyl 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-hydroxy-benzoate (233 mg, 0.84 mmol), 5-bromo-2-methylsulfonyl-pyridine (CAS no. 98626-95-0) (200 mg, 0.84 mmol), cesium carbonate (549 mg, 1.69 mmol) and bromotris(triphenylphosphine)copper(I) (157 mg, 0.17 mmol) in DMA (5 mL) was stirred in a microwave reactor at 160° C. for 6 hours. Ethyl acetate (50 mL) and water were added and the aqueous layer was acidified and extracted with ethyl acetate (2×50 mL). The combined organics were washed with brine, dried (MgSO4) and reduced in vacuo to give the desired compound (0.16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964725B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-a0dbd6a9fe0c4c52a9844618f0f9557e |
| Source note | uspto-grants-2011_06 |