HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 2-[(3-Methylbut-2-en-1-yl)oxy]-4-[(pyrimidin-2-yl)amino]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Butene, 1-bromo-3-methyl- | HCID 70092 | — |
| Reactant | 2-Cyano-5-(pyrimidin-2-ylamino)phenol | HCID 68487685 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-[(3-Methylbut-2-en-1-yl)oxy]-4-[(pyrimidin-2-yl)amino]benzonitrile | HCID 15956122 | 30% |
Reaction Steps
Following the general procedure for O-alkylation of 2-R-5-(heteroaryl-2-ylamino)phenol, 2-cyano-5-(pyrimidin-2-ylamino)phenol (10 mg, 0.047 mmol) and Cs2CO3 (16 mg, 0.049 mmol) in acetone (2.0 mL) was treated with 4-bromo-2-methyl-2-butene (5.5 μL, 0.14 mmol) at room temperature. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 6/4) in 30% yield (4 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018209B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-b90f64d114df4c55b391315bb24847aa |
| Source note | uspto-grants-2015_04 |