HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237431Generated: October 27, 2026
Cesium carbonate → 4-(1,1-dioxo-tetrahydro-1lambda*6*-thiophen-3-ylmethoxy)-1-(2-propylsulfanyl-pyrimidin-4-yl)-1H-indole
https://huagongshe.com/reaction/237431
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (1,1-Dioxo-1lambda6-thiolan-3-yl)methyl 4-methylbenzene-1-sulfonate | HCID 18801509 | — |
| Reactant | 1-(2-Propylsulfanyl-pyrimidin-4-yl)-1H-indol-4-ol | HCID 58542169 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 4-(1,1-dioxo-tetrahydro-1lambda*6*-thiophen-3-ylmethoxy)-1-(2-propylsulfanyl-pyrimidin-4-yl)-1H-indole | HCID 58542165 | 129.7% |
Reaction Steps
1-(2-Propylsulfanyl-pyrimidin-4-yl)-1H-indol-4-ol (1.56 g) and toluene-4-sulfonic acid 1,1-dioxo-tetrahydro-1lambda*6*-thiophen-3-ylmethyl ester (2.37 g) were added to NMP (20 mL), followed by cesium carbonate (5.08 g). The mixture was stirred at 70° C. for 60 hours, after which solvent was removed by distillation. The residue was diluted with 1N HCl and extracted with EtOAc. The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure to give 2.96 g of 4-(1,1-dioxo-tetrahydro-1lambda*6*-thiophen-3-ylmethoxy)-1-(2-propylsulfanyl-pyrimidin-4-yl)-1H-indole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08642601B2 |
|---|
| Source dataset | uspto-grants-2014_02 |
|---|
| ORD ID | ord-f395cc63e2af4a26b814aac9d53cebe2 |
|---|
| Source note | uspto-grants-2014_02 |
|---|
