HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 25096254, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromo-2-methanesulfonylpyridine | HCID 13433424 | — |
| Reactant | 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-hydroxy-N-(1-methylpyrazol-3-yl)benzamide | HCID 59127122 | — |
| Catalyst | Bromotris(triphenylphosphine)copper(I) | HCID 11251615 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 25096254 | HCID 25096254 | — |
Reaction Steps
A mixture of 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-hydroxy-N-(1-methylpyrazol-3-yl)benzamide (100 mg, 0.29 mmol), 5-bromo-2-methylsulfonyl-pyridine (CAS no. 98626-95-0) (77 mg, 0.32 mmol), cesium carbonate (191 mg, 0.59 mmol) and bromotris(triphenylphosphine)copper(I) (55 mg, 0.06 mmol) in DMA (5 mL) was stirred in a microwave reactor at 160° C. for 6 hours. Ethyl acetate (50 mL) was added and washed with water (50 mL), brine (50 mL), dried (MgSO4), filtered and reduced in vacuo. The residue was chromatographed on silica, eluting with 10-80% ethyl acetate in isohexane to give the desired compound (31 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964725B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-de1175b66f5348b4876dfd59540f2479 |
| Source note | uspto-grants-2011_06 |