Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Tetrahydro-2H-pyran-4-yl 4-methylbenzenesulfonate | HCID 13961807 | — |
| Reactant | 4-(6-nitro-1H-indol-3-yl)-benzonitrile | HCID 57442197 | — |
| Reactant | HCID 67101262 | HCID 67101262 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67101076 | HCID 67101076 | — |
Reaction Steps
4-(1-(4-tetrahydropyranyl)-6-nitro-1H-indol-3-yl)-benzonitrile: Add Cs2CO3 (2.54 g, 7.8 mmol) to a mixture of 4-(6-nitro-1H-indol-3-yl)-benzonitrile (1.591 g, 6 mmol), 4-(4-methylphenylsulfonyloxy)tetrahydropyran (2 g, 7.8 mmol) in DMF (25 ml) and under N2 atmosphere; heat the resulting mixture to 60° C. for 14 hours. After cooling, the reaction is poured into ice/water (200 ml) and 5N HCl (6 ml), sonicated, and filtered with Et2O wash to give 1:1 mixture of the title compound:starting material as a brownish red solid (1.202 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07932284B2 |
|---|
| Source dataset | uspto-grants-2011_04 |
|---|
| ORD ID | ord-4ffb68218f3343cc9e174a24ec8da609 |
|---|
| Source note | uspto-grants-2011_04 |
|---|