HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 25096252, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromo-2-methanesulfonylpyridine | HCID 13433424 | — |
| Reactant | HCID 59205104 | HCID 59205104 | — |
| Catalyst | Bromotris(triphenylphosphine)copper(I) | HCID 11251615 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 25096252 | HCID 25096252 | — |
Reaction Steps
A mixture of 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-hydroxy-N-(5-methylpyrazin-2-yl)benzamide (190 mg, 0.54 mmol), 5-bromo-2-methylsulfonyl-pyridine (CAS no. 98626-95-0) (140 mg, 0.59 mmol), cesium carbonate (350 mg, 1.08 mmol) and bromotris(triphenylphosphine)copper(I) (101 mg, 0.11 mmol) in DMA (5 mL) was stirred in a microwave reactor at 160° C. for 6 hours. Ethyl acetate (50 mL) was added and the mixture washed with water (50 mL), brine (50 mL), dried (MgSO4) and reduced in vacuo. The crude residue was chromatographed on silica, eluting with 10-100% ethyl acetate in isohexane, to give the desired compound (19 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964725B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-f9b2e16ad0d84863ac30cccecbc87335 |
| Source note | uspto-grants-2011_06 |