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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 562017Erstellt: 25. Oktober 2026

Potassium Phosphate, Tribasic → 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-[3-(hydroxymethyl)phenyl]-1H-indole-7-carboxamide

https://huagongshe.com/reaction/562017

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt[3-(Hydroxymethyl)phenyl]boronic acidHCID 2734662—
Edukt5-bromo-3-[1-(ethanesulfonyl)-4-piperidinyl]-1H-indole-7-carboxamideHCID 11384427—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
Produkt3-[1-(ethylsulfonyl)-4-piperidinyl]-5-[3-(hydroxymethyl)phenyl]-1H-indole-7-carboxamideHCID 1127065546%

Reaktionsbedingungen

Temperatur160 °C

Reaktionsschritte

To a solution of 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (20.0 mg, 0.048 mmol), K3PO4 (21.0 mg, 0.096 mmol) and [3-(hydroxymethyl)phenyl]boronic acid (30.0 mg, 0.193 mmol) in dioxane/H2O (2 mL/0.7 mL) was bubbled argon for 5 minutes prior to addition of Pd(PPh3)4 (5.0 mg, 0.0048 mmol). The reaction mixture was heated in a microwave reactor (Smith synthesizer) for 20 minutes at 160° C. The solvent was evaporated, and the residue was partitioned between ethyl acetate and water. The organic layer was washed with brine (10 mL), dried over MgSO4, concentrated, and purified by reverse phase HPLC method A (water/CH3CN, 0.1% TFA 10-90%) to give the title compound (9.7 mg, 46%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08063071B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-d368d8ec72dc4fc0b95a7c6d020fb392
Quellennotizuspto-grants-2011_11