HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(2-Pyrimidinyl)-2-thiophenecarboxaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromopyrimidine | HCID 78345 | — |
| Reactant | 2-Formylthiophene-4-boronic acid | HCID 11084115 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-(2-Pyrimidinyl)-2-thiophenecarboxaldehyde | HCID 22631239 | — |
Reaction Steps
A mixture of Na2CO3 (3.16 g) and 5-formyl-3-thiopheneboronic acid (2.4 g, 15.1 mmol) in water (15 mL) are added to a solution of 2-bromopyrimidine (2 g, 12.58 mmol) and tetrakis(triphenylphosphine)palladium(0) (480 mg, 0.46 mmol) in DME (30 mL) and the mixture is heated to reflux for 24 hr. The cooled reaction mixture is diluted with dichloromethane, washed with sat. aq. NaHCO3 and brine, dried (MgSO4), and concentrated. Purification by chromatography yields the title compound. MS 191 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06825170B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-d7f48711a79e4e73b45a4d67aca7609a |
| Source note | uspto-grants-2004_11 |