HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloropyridine-3-sulfonyl chloride → ethyl 7-{[(2-chloropyridin-3-yl)sulfonyl]amino}-4-methyl-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloropyridine-3-sulfonyl chloride | HCID 10219968 | — |
| Reactant | ethyl 7-amino-4-methyl-1H-indole-2-carboxylate | HCID 57476149 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | ethyl 7-{[(2-chloropyridin-3-yl)sulfonyl]amino}-4-methyl-1H-indole-2-carboxylate | HCID 86619904 | 73.1% |
Reaction Steps
To a solution of ethyl 7-amino-4-methyl-1H-indole-2-carboxylate (1.00 g) in pyridine (10 mL) was added 2-chloropyridine-3-sulfonyl chloride (1.99 g) at 0° C., and the mixture was stirred overnight at room temperature. The reaction mixture was concentrated, 10% aqueous citric acid solution was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed successively with 10% aqueous citric acid solution and saturated brine, dried (MgSO4), and concentrated to give ethyl 7-{[(2-chloropyridin-3-yl)sulfonyl]amino}-4-methyl-1H-indole-2-carboxylate (1.32 g) as a crude oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652133B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-3db20d08648c4cc5bcf9f5eb6fa28209 |
| Source note | uspto-grants-2010_01 |