HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Butene, 1-bromo-3-methyl- | HCID 70092 | — |
| Reactant | 2-Chloro-5-(pyrimidin-2-ylamino)phenol | HCID 59474945 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]pyrimidin-2-amine | HCID 15956123 | 53% |
Reaction Steps
Following the general procedure for O-alkylation of 2-R-5-(heteroaryl-2-ylamino)phenol, 2-chloro-5-(pyrimidin-2-ylamino)phenol (30 mg, 0.14 mmol) and Cs2CO3 (47 mg, 0.14 mmol) in acetone (2.0 mL) was treated with 4-bromo-2-methyl-2-butene (16 μL, 0.14 mmol) at room temperature. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 7/3) in 53% yield (21 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018209B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-ab11515461234fa29f2fa5eb059b2ccf |
| Source note | uspto-grants-2015_04 |