HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 71542432, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 66678633 | HCID 66678633 | — |
| Reactant | HCID 86729992 | HCID 86729992 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 71542432 | HCID 71542432 | 30% |
Reaction Steps
5-bromo-N-(2-methyl-2H-tetrazol-5-yl)pyridine-2-amine (200 mg, 0.78 mmol), (R)-3-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-5-(hydroxylmethyl)oxazolidin-2-one (317 mg, 0.94 mmol), cesium carbonate (508 mg, 1.56 mmol) and Pd(dppf)Cl2 (90 mg, 0.16 mmol) were dissolved in 16 mL dioxane and 4 mL water, heated to 100° C. and reacted for 6 h. The solvent was evaporated to dryness, and the solid was separated by a silica gel column (dichloromethane:methanol=40:1) to obtain (R)-3-(3-fluoro-4-(6-((2-methyl-2H-tetrazol-5-yl)amino)pyridin-3-yl)phenyl)-5-(hydroxylmethyl)oxazolidin-2-one 90 mg, at a yield of 30%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359344B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-7e2c4e012764456babb0277cc106e545 |
| Source note | uspto-grants-2016_06 |