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HRID 1772722Erstellt: 26. Oktober 2026

Sodium Carbonate → tert-Butyl 4-(2-formyl-8-morpholinoimidazo[1,2-a]pyrazin-5-yl)benzoate

https://huagongshe.com/reaction/1772722

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt1,1-Dimethylethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 4376766—
Edukt5-Bromo-8-morpholinoimidazo[1,2-a]pyrazine-2-carbaldehydeHCID 117728113—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 44119782—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkttert-Butyl 4-(2-formyl-8-morpholinoimidazo[1,2-a]pyrazin-5-yl)benzoateHCID 117733763—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of compound 2a (100.0 mg, 0.320 mmol), 4-(tert-butoxycarbonyl)benzeneboronic acid pinacol ester (117 mg, 0.390 mmol), dichloro(1,1′-bis(diphenylphosphino)ferrocene)palladium(II) dichloromethane adduct (24.0 mg, 0.0320 mmol), and 1M sodium carbonate (1.61 mL, 1.61 mmol) in dioxane (6 mL) was purged with Argon gas. The resulting mixture was heated to 80° C. for 18 h. After the mixture was cooled, it was filtered through a pad of diatomaceous earth. The filtrate was concentrated under reduced pressure and the resulting residue was purified by Preparative TLC (EtOAc/CH2Cl2; 2:3, v/v) to give compound 81a. Mass Spectrum (LCMS, ESI pos.): Calcd. for C22H25N4O4: 409.2 (M+H). found: 409.3.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09249163B2
Quelldatensatzuspto-grants-2016_02
ORD IDord-249d72cb477a4bef830b291be3e58507
Quellennotizuspto-grants-2016_02