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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 30424Erstellt: 24. Oktober 2026

Ammonium Hydroxide → 6-Oxo-3-(phenylamino)-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

https://huagongshe.com/de/reaction/30424

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium HydroxideHCID 14923—
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
EduktAmmonium 6-oxo-3-(phenylamino)-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylateHCID 66971000—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-Oxo-3-(phenylamino)-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamideHCID 6845722233,4%

Reaktionsschritte

To a suspension of the compound of Example 14 (370 mg, 1.02 mmol) in anhydrous DMF (5 mL) was added 1,1′-carbonyldiimidazole (182 mg, 1.12 mmol) and the reaction stirred at r.t. under nitrogen for 20mins. Ammonium hydroxide (2 mL of 28% NH3 in water) was added and the reaction stirred for 72 h. Solvents were removed in vacuo and the crude residue purified by chromatography on silica (0-15% THF in DCM) to give the title compound as a white solid (123 mg). δH (DMSO-d6) 8.74 (1H, s), 7.67-7.34 (3H, m), 7.33-7.27 (2H, m), 7.22-7.00 (5H, m), 6.82-6.71 (3H, m), 6.21 (1H, d, J 9.7 Hz). LCMS (ES+) RT 3.04 minutes, 362 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423047B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-f64a0912754e481195495f9dabe4999a
Quellennotizuspto-grants-2008_09