HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 59714871, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | HCID 59714968 | HCID 59714968 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59714871 | HCID 59714871 | 63.6% |
Reaction Steps
To a solution of N-[1-[2-[1-benzyl-4-[2-(tert-butyldiphenylsiloxy)ethyl]piperidin-4-yl]ethyl]piperidin-4-yl]-N-(p-tolyl)-2-furancarboxamide (synthesized in Example 87) (0.73 g) in tetrahydrofuran (3 mL) was added 1M tetra n-butylammonium fluoride/tetrahydrofuran (1.9 mL). The reaction solution was stirred at room temperature for 15 hours. Saturated aqueous sodium bicarbonate solution was added to the solution and it was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by chromatography [NH silica gel, chloroform-methanol (98:2) ] to give the title compound (0.32 g.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375115B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-6abb6510e2c142d1bc509299d95d12f8 |
| Source note | uspto-grants-2008_05 |