HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 24901862, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 24901862 | HCID 24901862 | 40.4% |
Reaction Steps
A mixture of 2,4-dichloropyrimidine (3.1 g, 20 mmol), 4-chlorophenylboronic acid (3.0 g, 20 mmol), and tetrakis(triphenylphosphine)palladium (0.69 g, 0.6 mmol) in dimethoxyethane (200 mL)/sat. Na2CO3 solution (34 mL) was heated to 80° C. for 20 h. The cooled mixture was poured into ice-water and the product was extracted with ethyl acetate. The organic layer was washed with brine, dried and evaporated. The crude product was purified by chromatography on silica gel using ethyl acetate/cyclohexane (1:2, v/v) as eluent to give the title compound (1.82 g, 40%) as white solid. NMR (DMSO-d6) δ 7.67 (d, 2H, J=7 Hz), 8.19 (d, 2H, J=5 Hz), 8.23 (d, 2H, J=7 Hz), 8.86 (d, 2H, J=5 Hz) ppm; mp 290-292° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07642264B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-87b026741e844ef5a988a16f94aaeb72 |
| Source note | uspto-grants-2010_01 |