HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → Pyrimidine, 2-chloro-4-(1-methylethoxy)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Product | Pyrimidine, 2-chloro-4-(1-methylethoxy)- | HCID 62338309 | — |
Reaction Steps
To a solution of 2,4-dichloropyrimidine (5.0 g, 34 mmol) in 2-propanol (84 mL) was added Cs2CO3 (12 g, 37 mmol) and the mixture was stirred at rt for 16 h. The reaction was then heated to 65° C. for 3 h, after which time the reaction was filtered and concentrated. Purification on silica gel using a gradient solvent system of 0-10% EtOAc/Hexanes furnished 2-chloro-4-(propan-2-yloxy)pyrimidine as a colorless oil. 1H NMR (500 MHz, CDCl3) δ 8.23 (d, J=5.7, 1H), 6.56 (d, J=5.7, 1H), 5.38 (hept, J=6.2, 1H), 1.34 (d, J=6.2, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290490B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-f5f395ed2de742b9b5e132beab8507b1 |
| Source note | uspto-grants-2016_03 |