HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58333380, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | 4-(6'-Chloro-3'-fluoro-5'-hydroxymethyl-2,3,5,6-tetrahydro-[1,2']bipyridinyl-4-ylideneaminooxy)-piperidine-1-carboxylic acid isopropyl ester | HCID 86655012 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58333380 | HCID 58333380 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
55b (30 mg, 0.068 mmol), trimethylboroxine (25 mg, 0.2 mmol) and potassium carbonate (50 mg, 0.36 mmol) were combined in 0.5 mL of dioxane and heated at 100° C. for 20 h. The mixture was cooled, concentrated under a stream of nitrogen, diluted with water (2 mL) and extracted with ethyl acetate (2×2 mL). The combined extracts were dried under a stream of nitrogen and the residue was purified by preparative HPLC to afford 55-1 as a colorless oil: LC-MS 423.1 (MH+), tR=5.95 (Method 2). EC50: 206 nM.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293729B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-b764c3138bb1430da832dfedb3978457 |
| Source note | uspto-grants-2012_10 |