HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Nitro-4-((1-tert-butyloxycarbonylpiperidin-4-yl)methoxy)-5-methoxybenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-((p-toluenesulfonyloxy)methyl)piperidine | HCID 10642851 | — |
| Reactant | HCID 22349623 | HCID 22349623 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Nitro-4-((1-tert-butyloxycarbonylpiperidin-4-yl)methoxy)-5-methoxybenzonitrile | HCID 22349640 | 80.5% |
Reaction Steps
2-nitro-4-hydroxy-5-methoxybenzonitrile (388 mg, 2 mmol) in DMF (5 ml) and acetonitrile (5 ml) was reacted with 4-(4-tolylsulphonyloxymethyl)-1-tert-butyloxycarbonyl-piperidine (738 mg, 2 mmol) and K2CO3 (414 mg, 3 mmol) at 110° C. for 3.5 hours. The mixture was diluted with water, extracted with ethylacetate, washed HCl (2N), dried over MgSO4, evaporated to give title compound (630 mg, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919338B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-b1cd37ebac2e40398f8c6486ba339e42 |
| Source note | uspto-grants-2005_07 |