Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Amino-3,5-dibromopyrazine | HCID 620004 | — |
| Reactant | 4-Phenoxyphenylboronic acid | HCID 2734377 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 10388031 | HCID 10388031 | — |
Reaction Steps
A solution of 1.00 equivalents (eq.) of 3,5-dibromo-2-aminopyrazine (2) in 3 mL toluene is treated with 10 mole percent tetrakis(triphenylphospine) palladium under nitrogen at room temperature. To this solution is added directly 2.00 eq. of 4-phenoxyphenyl boronic acid at room temperature and then 2 mL Na2CO3 (1.0 M) solution. The reaction vial is capped and the reaction stirred under nitrogen at 90° C. for 10 hours. The toluene layer is separated and removed under reduced pressure, and the resulting oil is purified via flash chromatography to provide (3). MF=C28H21N3O2, MW=431.49 Mass Spec m/z (M++1) 432.14.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07015227B2 |
|---|
| Source dataset | uspto-grants-2006_03 |
|---|
| ORD ID | ord-61118954107a40439125b39cffde5bae |
|---|
| Source note | uspto-grants-2006_03 |
|---|
