HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Bromo-2,4-dichloropyrimidine → 5-Bromo-2-chloro-4-methoxypyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Bromo-2-chloro-4-methoxypyrimidine | HCID 3663143 | 88.3% |
Reaction Steps
To a stirred solution of 5-bromo-2,4-dichloropyrimidine (500 mg, 2.19 mmol) in MeOH (5 mL) was added a 30% solution of sodium methoxide (0.40 mL, 2.26 mmol). The reaction mixture was stirred at room temperature for 2 h then concentrated. The residue was dissolved in water (5 mL) and extracted with EA (3×5 mL). The combined organic layer was washed with brine, dried over MgSO4 and concentrated to afford 432 mg (88%) of 5-bromo-2-chloro-4-methoxypyrimidine as white solid. LCMS-ESI (m/z) calculated for C5H4BrClN2O: 223.4. found 224.2 [M+H]+, tR=7.66 min. (Method 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260427B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-cd92537fa29a4b31ae540fe409db1128 |
| Source note | uspto-grants-2016_02 |