HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluorobenzoic acid → HCID 69052796, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluorobenzoic acid | HCID 9935 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 69054059 | HCID 69054059 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69052796 | HCID 69052796 | 92% |
Reaction Steps
Stir a reaction mixture of 4-(4-nitro-isoquinoline-1-yloxy)-piperidine (4.0 g, 14.6 mmol), 2-fluorobenzoic acid (2.45 g, 17.5 mmol), DCC (3.6 g, 17.5 mmol), and HOBt (2.37 g, 17.5 mmol) in THF (100 mL) at 22° C. overnight. Filter then concentrate. Subject residue to silica gel chromatography eluting with hexanes and ethyl acetate to provide (2-fluoro-phenyl)-[4-(4-nitro-isoquinoline-1-yloxy)-piperidin-1-yl]-methanone as a yellow solid (6.82 g, 92% yield, ES+ (m/z) 396.3 [M+H]).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582638B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-894f0911b66d4b9e97293c3422571c64 |
| Source note | uspto-grants-2009_09 |