HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 90105361, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | 2-bromo-5H-pyrrolo[2,3-b]pyrazine | HCID 25067308 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 90105361 | HCID 90105361 | 60% |
Reaction Steps
A 10 mL microwave vial was charged with 5-bromo-4,7-diazaindole (0.471 g, CASRN 875781-43-4), 4-pyridylboronic acid (0.58 g), 1M Na2CO3 (3 mL), 1,1′-(dppf)Pd(II)Cl2 (0.097 g) and MeCN (3 mL), capped and irradiated in a microwave reactor at 150° C. for 30 min. The reaction was cooled and partitioned between H2O and EtOAc. The aqueous layer was twice washed with EtOAc. The combined organic layers were washed once with brine, dried (MgSO4), filtered and concentrated to afford a solid residue. The crude purified by SiO2 chromatography eluting with an EtOH/EtOAc gradient (1 to 20% EtOH over 12 min) to afford 0.28 g of pure 2-(pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazin (22).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382257B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-a21626777d9e4a41bb2a0c68316f1959 |
| Source note | uspto-grants-2016_07 |