HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-(Pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-(2-Chloro-pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid ethyl ester | HCID 86626624 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(Pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid ethyl ester | HCID 66992949 | — |
Reaction Steps
300 mg (0.938 mMol) 6-(2-chloro-pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid ethyl ester in 3 ml DMF and 262 μl (1.88 mMol) Et3N are hydrogenated in presence of 120 mg Pd/C (10%; Engelhard 4505). The catalyst is filtered off, the filtrate concentrated, the residue re-dissolved in EtOAc and water, the aq. layer separated off and extracted with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Chromatography (Combi Flash; hexane/EtOAc 9:1→4:1) gives the title compound: MS: [M+1]+=286; TLC(hexane/EtOAc 1:1): Rf=0.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058276B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-83f8df568c5a418f901e7844a0bb0d18 |
| Source note | uspto-grants-2011_11 |