HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-4-fluorobenzene → HCID 59283079, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-4-fluorobenzene | HCID 9993 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloro-6-methoxy-3-nitropyridine | HCID 2795029 | — |
| Reactant | 2,2'-(Thiene-2,5-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) | HCID 23058061 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59283079 | HCID 59283079 | 12.1% |
Reaction Steps
A suspension of 2-chloro-6-methoxy-3-nitropyridine (94 mg, 0.5 mmol), 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene (168 mg, 0.5 mmol), 1-bromo-4-fluorobenzene (105 mg, 0.6 mmol), 1.5 mL of dioxane, 1.5 mL of 1 M Na2CO3, and tetrakis(triphenylphosphine)palladium (29 mg, 0.025 mmol) was heated in a microwave reactor at 95 C for 10 min. It was concentrated under reduced pressure and the residue was chromatographed (EtOAc/hexane) to afford 2-(5-(4-fluorophenyl)thiophen-2-yl)-6-methoxy-3-nitropyridine (WZ02103) as a yellow solid (20 mg, 12%). MS (ESI) m/z 330 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420052B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-152ff8e465534e0c8b2c4531ca52613b |
| Source note | uspto-grants-2013_04 |