HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → 5-[2-Pyridin-4-yl-5-(1,2,3,6-tetrahydro-pyridin-4-yl)-furan-3-yl]-indan-1-one oxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Methoxycarbonylsulfamoyl)triethylammonium hydroxide | HCID 11032497 | — |
| Reactant | 5-[5-(4-Hydroxy-piperidin-4-yl)-2-pyridin-4-yl-furan-3-yl]-indan-1-one oxime | HCID 136355251 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-[2-Pyridin-4-yl-5-(1,2,3,6-tetrahydro-pyridin-4-yl)-furan-3-yl]-indan-1-one oxime | HCID 136355252 | 60.6% |
Reaction Steps
A solution of the product of Example 29, Step 1 (1.06 g, 2.0 mmol) in THF (25 ml) at 0° C. was treated with (methoxycarbonylsulfamoyl)-triethylammonium hydroxide inner salt (Burgess reagent, 952 mg, 4 mmol). After 18 hours at room temperature the mixture was diluted with ethyl acetate and water. The organic phase was washed with water and brine, dried and concentrated in vacuo. Purification of the residue by silica gel chromatography gave the title compound (450 mg, 46%); MS(ES+) m/e 486 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452906B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-1949900c95ff40e99c4c6963f76343fb |
| Source note | uspto-grants-2008_11 |