HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N4-[3-Fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylamino)phenyl]-6-pyridin-4-ylpyrimidine-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Chloro-6-(pyridin-4-yl)pyrimidin-2-amine | HCID 22324286 | — |
| Reactant | 2-Fluoro-N-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)benzene-1,4-diamine | HCID 59304994 | — |
| Solvent | Water | HCID 962 | — |
| Product | N4-[3-Fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylamino)phenyl]-6-pyridin-4-ylpyrimidine-2,4-diamine | HCID 59305003 | — |
Reaction Steps
70 mg (0.19 mmol) of 2-fluoro-N1-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-yl)benzene-1,4-diamine and 41 mg (0.20 mmol) of 4-chloro-6-pyridin-4-ylpyrimidine-2-amine are suspended in 2.5 ml of water. 27 μl (0.28 mmol) of a 37% strength hydrochloric acid solution are then added, and the mixture is heated under reflux overnight. Using 1N aqueous sodium hydroxide solution, the suspension is then adjusted to pH 10, resulting in the precipitation of crystals. The solid is filtered off, washed with a little water and then dissolved in DMSO and purified by preparative RP-HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723347B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-5cc0206e89cc402f8475de9689c0b35f |
| Source note | uspto-grants-2010_05 |