HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-fluoro-2-[1-(2-chloroethyl)-5,6-dimethoxy-1H-indol-3-yl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | 2-(5,6-dimethoxy-1H-indol-3-yl)-5-fluoro-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine | HCID 67147579 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 5-fluoro-2-[1-(2-chloroethyl)-5,6-dimethoxy-1H-indol-3-yl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine | HCID 67147575 | — |
Reaction Steps
But using 2 g of 2-(5,6-dimethoxy-1H-indol-3-yl)-5-fluoro-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine, 0.028 g of tetrabutylammonium bromide, 1.89 g of potassium hydroxide and 1.38 g of potassium carbonate in 50 ml of 1,2-dichloroethane. After flash chromatography on a silica column [eluent: dichloromethane/methanol (98.5/1.5 by volume)], 2.05 g of 5-fluoro-2-[1-(2-chloroethyl)-5,6-dimethoxy-1H-indol-3-yl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine are thus obtained in the form of a solid, the characteristics of which are as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528147B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-0164c11599b443b7a19b8b46d090e4ad |
| Source note | uspto-grants-2009_05 |