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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11823Erstellt: 26. Oktober 2026

Sodium Carbonate → HCID 178418718, Verbindung

https://huagongshe.com/reaction/11823

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
EduktPhenylboronic AcidHCID 66827—
Edukt[2-(4-bromo-phenyl)-quinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amineHCID 178418845—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelOxolane--water (1/1)HCID 21881883—
ProduktHCID 178418718HCID 17841871851,4%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a mixture of [2-(4-bromo-phenyl)-quinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine (III-34) (196 mg, 0.51 mmol) and phenylboronic acid (75 mg, 0.62 mmol) in THF:water (1:1, 4 mL) was added Na2CO3 (219 mg, 2.06 mmol), triphenylphosphine (9 mg, 1/15 mol %) and palladium acetate (1 mg, 1:135 mol %). The resulting mixture was heated at 80° C. overnight, the solvents were evaporated and the residue purified by flash chromatography (gradient of dichloromethane:MeOH) to afford III-21 as a yellow solid (99 mg, 51%): 1H NMR (DMSO) δ 2.37 (3H, s), 6.82 (1H, s), 7.39–7.57 (4H, m), 7.73–7.87 (6H, m), 8.57 (2H, d), 8.67 (1H, d), 10.42 (1H, s), 12.27 (1H, s); MS 378.2 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098330B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-3832c318a13546e6a68603f494b26d32
Quellennotizuspto-grants-2006_08