HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1524237Erstellt: 26. Oktober 2026
Potassium Phosphate, Tribasic → N-[5-(5-chloro-2-methybenzoxazol-6-yl)(1,3-thiazol-2-yl)](2-chlorophenyl)carboxamide
https://huagongshe.com/reaction/1524237
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | N-(5-bromo-2-thiazolyl)-2-chlorobenzamide | HCID 60654727 | — |
| Edukt | 5-Chloro-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole | HCID 66778733 | — |
| Edukt | Brine ethyl acetate | HCID 131718255 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-[5-(5-chloro-2-methybenzoxazol-6-yl)(1,3-thiazol-2-yl)](2-chlorophenyl)carboxamide | HCID 56848399 | 9,6% |
Reaktionsschritte
A mixture of N-(5-bromo(1,3-thiazol-2-yl))(2-chlorophenyl)carboxamide (47, 25 mg, 0.08 mmol), 2-(5-chloro-2-methylbenzoxzzol-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (4) (29 mg, 0.1 mmol), [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride dichloromethane complex (1:1) (12 mg) and potassium phosphate (21 mg) in 1 ml DMF and 0.2 ml water was heated under Ar in microwave reactor at 150° C. for 30 min. The reaction mixture was worked up with EA/brine. Org. phase was concentrated and then subjected to prep HPLC purification to give 3.1 mg N-[5-(5-chloro-2-methybenzoxazol-6-yl)(1,3-thiazol-2-yl)](2-chlorophenyl)carboxamide (49) as pale brown solid (yield: 9.6%; purity>90%). LC-MS: calcd. for C18H11Cl2N3O2S: 405 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09079891B2 |
|---|
| Quelldatensatz | uspto-grants-2015_07 |
|---|
| ORD ID | ord-0ffbb3331dc0440ca5826062e13340b8 |
|---|
| Quellennotiz | uspto-grants-2015_07 |
|---|