HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-(4-Aminophenoxy)pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Chloro-6-(4-nitrophenoxy)pyrimidin-2-amine | HCID 676674 | — |
| Catalyst | HCID 178502593 | HCID 178502593 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 4-(4-Aminophenoxy)pyrimidin-2-amine | HCID 22936396 | 340.9% |
Reaction Steps
After suspending 4-chloro-6-(4-nitrophenoxy)pyrimidin-2-ylamine (1.60 g, 1.32 mmol) in a methanol (30 ml)-tetrahydrofuran (30 ml) mixed solvent, palladium hydroxide-carbon (300 mg) was added and the mixture was stirred at room temperature for 18 hours under a hydrogen atmosphere. The catalyst was filtered off by celite filtration, and after washing with ethanol, the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent—ethyl acetate:hexane=3:1), and the fraction containing the target substance was concentrated to obtain the title compound (910 mg, 4.50 mmol, 75%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253286B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-c10bb56c5f6846c2a04450aaf1e6479e |
| Source note | uspto-grants-2007_08 |