HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 5-(6-Methoxy-1,3-benzoxazol-2-yl)-N,N-dimethylpyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromo-N,N-dimethylpyrimidin-2-amine | HCID 12735315 | — |
| Reactant | 6-Methoxybenzo[d]oxazole | HCID 19020184 | — |
| Catalyst | Bis(tri-tert-butylphosphine)palladium(0) | HCID 2734558 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(6-Methoxy-1,3-benzoxazol-2-yl)-N,N-dimethylpyrimidin-2-amine | HCID 24780658 | — |
Reaction Steps
6-Methoxy-1,3-benzoxazole (0.67 mmol), 5-bromo-N,N-dimethylpyrimidin-2-amine (0.80 mmol), CuBr (0.13 mmol), Cs2CO3 (0.67 mmol) and Pd(t-Bu3P)2 (0.067 mmol) in dry DMF (3 ml) was stirred 30 min at 160° C. in a microwave reactor. The reaction mixture was filtered through celite, washed through with CH2Cl2 and the solvents were removed under reduced pressure. The crude product was purified by flash chromatography (CH2Cl2/CH2Cl2/MeOH (9:1) gradient) to give the title compound as an off white solid (108.2 mg). 1H NMR δ ppm 8.99 (s, 2H) 7.62 (d, 1H) 7.38 (d, 1H) 6.98 (dd, 1H) 3.83 (s, 3H) 3.23 (s, 6H); MS m/z 271 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07670591B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-6ad30426728a4517a12a72f1324eace4 |
| Source note | uspto-grants-2010_03 |