HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-((4-Fluoro-1-(tetrahydro-2h-pyran-4-yl)piperidin-4-yl)methoxy)-3-nitrobenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tetrahydro-4H-pyran-4-one | HCID 121599 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4((4-Fluoropiperidin-4-yl)methoxy)-3-nitrobenzenesulfonamide | HCID 67126502 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((4-Fluoro-1-(tetrahydro-2h-pyran-4-yl)piperidin-4-yl)methoxy)-3-nitrobenzenesulfonamide | HCID 67126548 | — |
Reaction Steps
A mixture of EXAMPLE 173A (0.4 g), dihydro-2H-pyran-4(3H)-one (0.179 g), sodium cyanoborohydride (0.112 g), and acetic acid (0.5 mL) in tetrahydrofuran (3 mL) was stirred overnight. The solvents were removed under reduced pressure. The residue was purified with flash column chromatography on silica gel eluting with 100:5:0.5 ethyl acetate/methanol/NH4OH to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546399B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-1f6508b8643842058044cdca787864aa |
| Source note | uspto-grants-2013_10 |