Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 2-(Benzyloxy)-5-bromopyrimidine | HCID 42553055 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57972813 | HCID 57972813 | — |
Reaction Steps
Tris(dibenzylideneacetone)dipalladium (1.78 g), 2-(di-tert-butylphosphino)-biphenyl (2.32 g) and sodium tert-butoxide (4.49 g) were added to a solution of 2-benzyloxy-5-bromo-pyrimidine (10.3 g) and morpholine (4.1 ml) in toluene (180 ml) and the mixture was stirred under nitrogen atmosphere at 50° C. for an hour. The reaction mixture was cooled to room temperature. Water and ethyl acetate were added and the organic layer was separated, washed with a saturated brine, dried over magnesium sulfate and concentrated in vacuo. The residue was triturated with ethyl acetate and hexane to give the titled compound (9.12 g). MS (m/z): 272 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08084611B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-e0b3f5b25dd94e04965451245aef9f4f |
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| Source note | uspto-grants-2011_12 |
|---|