HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 89554320, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Chloro-1,3-benzothiazole | HCID 14388566 | — |
| Reactant | (R)-Tert-butyl 3-(5-iodo-6-methoxy-2-morpholinopyrimidin-4-ylamino)piperidine-1-carboxylate | HCID 89554305 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 89554320 | HCID 89554320 | — |
Reaction Steps
Following the same procedure as in step 3 of Example 337 using 5-chloro-1,3-benzothiazole (59.4 mg, 0.35 mmol), tert-butyl (3R)-3-[[5-iodo-6-methoxy-2-(morpholin-4-yl)pyrimidin-4-yl]amino]piperidine-1-carboxylate (100 mg, 0.19 mmol), cesium carbonate (0.37 mg), tetrakis(triphenylphosphine)palladium (40.4 mg, 0.03 mmol, 0.18 equiv) and copper (I) iodide (6.7 mg, 0.04 mmol) in DMF (5.0 mL). The crude product was purified by chromatography on a silica gel column with ethyl acetate/petroleum ether (1:10-1:3) to afford the title compound as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221809B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-9101b009e57542299c6824dca2bcdf08 |
| Source note | uspto-grants-2015_12 |