Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 1239464-76-6 | HCID 68787029 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 59636648 | HCID 59636648 | 62% |
Reaction Steps
A mixture of tert-butyl 4-bromothiazol-5-ylcarbamate (420 mg, 1.5 mmol), tetrakis(triphenylphosphine)palladium(0) (170 mg, 0.15 mmol) and 2-tributyl-stannylpyrazine (930 mg, 2.5 mmol) in anhydrous dioxane (4 mL) was heated to 140° C. in a microwave reactor for 2 h. The reaction mixture was then concentrated in vacuo and purified by flash chromatography (EtOAc/hexanes) to give the desired product (260 mg, 62%). 1H NMR (CDCl3) δ11.10 (s, 1H), 9.47 (d, J=1.4 Hz, 1H), 8.52 (t, J=2.0 Hz, 1H), 8.45 (d, J=2.7 Hz, 1H), 8.40 (s, 1H), 1.58 (s, 9H); MH+ 279.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08450363B2 |
|---|
| Source dataset | uspto-grants-2013_05 |
|---|
| ORD ID | ord-985e66031ff24cb6a676fa7dd827a48d |
|---|
| Source note | uspto-grants-2013_05 |
|---|