HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 86658552, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 2-Chloro-4-fluoropyridine | HCID 2782792 | — |
| Reactant | HCID 86658553 | HCID 86658553 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86658552 | HCID 86658552 | 71% |
Reaction Steps
According to Scheme 3 Step 2: A solution of 4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-5-methylthiazol-2-amine (0.47 mmol, 140 mg), 2-chloro-4-fluoropyridine (0.47 mmol, 61 mg), Xantphos (70 μmol, 40.5 mg), Pd(OAc)2 (46 μmol, 10.5 mg) and cesium carbonate (0.93 mmol, 304 mg) in dioxane (6.5 mL) was microwaved at 135° C. for 2 hours under nitrogen. After evaporation of the solvent, the resulting crude product was purified by flash chromatography over silica gel using cyclohexane/AcOEt (80:20) as eluent to afford N-(4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-5-methylthiazol-2-yl)-4-fluoropyridin-2-amine (0.33 mmol, 132 mg, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073907B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-570d37683d1e419ebd5a71590e37e3a2 |
| Source note | uspto-grants-2015_07 |