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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 551105Erstellt: 25. Oktober 2026

Diisopropylethylamine → 1-[(2'-Oxo-1',2',5,7-tetrahydro-1H-spiro[indeno[5,6-d]imidazole-6,3'-pyrrolo[2,3-b]pyridin]-2-yl)methyl]-4H-imidazo[1,5,4-de]quinoxaline-2,5(1H,6H)-dione

https://huagongshe.com/reaction/551105

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
EduktSodium (2,5-dioxo-5,6-dihydro-4H-imidazo[1,5,4-de]quinoxalin-1(2H)-yl)acetateHCID 66636782—
Edukt(S)-5-Amino-6-nitro-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 67174155—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-[(2'-Oxo-1',2',5,7-tetrahydro-1H-spiro[indeno[5,6-d]imidazole-6,3'-pyrrolo[2,3-b]pyridin]-2-yl)methyl]-4H-imidazo[1,5,4-de]quinoxaline-2,5(1H,6H)-dioneHCID 23581953—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of 5,6-diamino-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one (30 mg, 0.11 mmol, described in Intermediate 13), sodium (2,5-dioxo-5,6-dihydro-4H-imidazo[1,5,4-de]quinoxalin-1(2H)-yl)acetate (27 mg, 0.10 mmol, described in Intermediate 26), BOP (50 mg, 0.11 mmol), and N,N-diisopropylethylamine (0.019 mL, 0.11 mmol) was stirred in DMF (0.4 mL) at ambient temperature for 2 h, then AcOH (0.4 mL) was added and the resulting mixture was heated to 60° C. for 18 h. The mixture was allowed to cool and the precipitate was isolated by filtration. This solid was washed with H2O, then MeOH, then CH2Cl2, then dried in vacuo to give the title compound. MS: m/z=478 (M+1). HRMS: m/z=478.1606; calculated m/z=478.1622 for C26H20N7O3.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07947677B2
Quelldatensatzuspto-grants-2011_05
ORD IDord-b2e14a3f612440a3a82b8b71086356db
Quellennotizuspto-grants-2011_05