HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-(Pyrimidin-4-yloxy)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Chloro-6-(4-nitrophenoxy)pyrimidine | HCID 14363850 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-(Pyrimidin-4-yloxy)aniline | HCID 22936542 | 31.4% |
Reaction Steps
Palladium hydroxide (20 mg) was added to solution of 6-chloro-4-(4-nitrophenoxy)pyrimidine (300 mg) in an ethyl acetate (10 ml)-methanol (10 ml) mixed solvent, and the mixture was stirred for 13 hours at room temperature under a hydrogen atmosphere at normal pressure. The reaction solution was filtered, the filtrate was concentrated, and the residue was passed through NH silica gel (Fuji Silysia Chemical). Elution was performed with a solvent (ethyl acetate:hexane=1:2) to obtain 70 mg of 4-(4-aminophenoxy)pyrimidine. The title compound (107 mg) was obtained from the obtained 4-(4-aminophenoxy)pyrimidine (70 mg) and 4-methoxyphenyl isocyanate, in the same manner as Example 10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612092B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-e53408c723164199af532c71a7589f9b |
| Source note | uspto-grants-2009_11 |