HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid monohydrate → 5-chloro-N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1H-indol-3-yl)pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 3-(2,5-Dichloropyrimidin-4-yl)-1H-indole | HCID 56655376 | — |
| Reactant | 4-Fluoro-2-methoxy-5-nitroaniline | HCID 57429072 | — |
| Solvent | 2-Pentanol | HCID 22386 | — |
| Product | 5-chloro-N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1H-indol-3-yl)pyrimidin-2-amine | HCID 71240894 | — |
Reaction Conditions
| Temperature | 125 °C |
|---|
Reaction Steps
A mixture of 3-(2,5-dichloropyrimidin-4-yl)-1H-indole (Intermediate 11, 391 mg, 1.48 mmol), 4-fluoro-2-methoxy-5-nitroaniline (Intermediate 23, 289 mg, 1.55 mmol) and p-toluenesulfonic acid monohydrate (310 mg, 1.63 mmol) in 2-pentanol (25 mL) was heated at 125° C. for 18 h. The mixture was cooled and used in the next step without further purification; m/z: ES+ MH+ 414.12.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946235B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-3ece77d72519469a8bc3c96e1c1af865 |
| Source note | uspto-grants-2015_02 |