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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2205111Erstellt: 26. Oktober 2026

Hydrochloric Acid → 3-(Benzo[d][1,3]dioxol-5-yl)-2-phenylquinoxaline-6-carboxylic acid

https://huagongshe.com/reaction/2205111

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPotassium Phosphate, TribasicHCID 62657—
EduktTricyclohexylphosphineHCID 75806—
Edukt2,3-Methylenedioxyphenyl boronic acidHCID 4192659—
EduktMethyl 3-bromo-2-phenylquinoxaline-6-carboxylateHCID 86667202—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
Produkt3-(Benzo[d][1,3]dioxol-5-yl)-2-phenylquinoxaline-6-carboxylic acidHCID 8671811041,1%

Reaktionsschritte

A suspension of methyl 3-bromo-2-phenylquinoxaline-6-carboxylate (80 mg, 0.23 mmol, 1.00 equiv), benzo[d][1,3]dioxol-4-ylboronic acid (59 mg, 0.36 mmol, 1.50 equiv), tricyclohexylphosphine (9 mg, 0.03 mmol, 0.14 equiv), Pd2(dba)3 (13 mg, 0.01 mmol, 0.06 equiv), and K3PO4 (149 mg, 0.80 mmol, 3.00 equiv). in dioxane/H2O (1/0.5 mL) in a 10-mL sealed tube was allowed to react, with stifling, overnight at 95° C. The pH value of the solution was adjusted to 7 with HCl (1N). Purification via silica gel column (dichloromethane:methanol (1:10)) afforded 35 mg (40%) of 3-(benzo[d][1,3]dioxol-5-yl)-2-phenylquinoxaline-6-carboxylic acid as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09370522B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-320bf4d8c83d42f4b42d168b923f589e
Quellennotizuspto-grants-2016_06