HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-2-bromopyridine → 1-(5-(4-Aminopyridin-2-yl)pyrimidin-2-yl)-N,N-dimethyl-3-(methylsulfinyl)-1H-indole-6-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-2-bromopyridine | HCID 346455 | — |
| Reactant | 1-(5-Bromopyrimidin-2-yl)-N,N-dimethyl-3-(methylthio)-1H-indole-6-carboxamide | HCID 118666278 | — |
| Reactant | (1-(5-(4-Methylpyridin-2-yl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(pyrrolidin-1-yl)methanone | HCID 118671669 | — |
| Reactant | Methyl 1-(5-(4-methylpyridin-2-yl)pyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylate | HCID 118676909 | — |
| Product | 1-(5-(4-Aminopyridin-2-yl)pyrimidin-2-yl)-N,N-dimethyl-3-(methylsulfinyl)-1H-indole-6-carboxamide | HCID 118666390 | — |
Reaction Steps
1-(5-Bromopyrimidin-2-yl)-N,N-dimethyl-3-(methylthio)-1H-indole-6-carboxamide was converted into a boronic ester that was reacted in a Suzuki reaction with 2-bromopyridin-4-amine and the resulting product was then oxidized towards the sulfoxide (analogously to the protocols 269a) and 269d), respectively). White solid. Yield: 0.095 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315490B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-1ee814e879e54f20aef6a99cb087f6ae |
| Source note | uspto-grants-2016_04 |