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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1952458Erstellt: 26. Oktober 2026

2-Methoxyethylamine → N-((6-(7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)pyridin-3-yl)methyl)-2-methoxyethanamine

https://huagongshe.com/reaction/1952458

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-MethoxyethylamineHCID 8018—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt6-(7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)nicotinaldehydeHCID 59457666—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-((6-(7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)pyridin-3-yl)methyl)-2-methoxyethanamineHCID 5791957483,9%

Reaktionsschritte

A mixture of 123 (700 mg, 1.77 mmol) and 2-methoxyethanamine (185 □L, 160 mg, 2.12 mmol) in DCM (7 mL) was stirred at room temperature for 10 min. It was then treated with NaBH(OAc)3 (526 mg, 2.48 mmol) and stirred at room temperature overnight. The reaction mixture was diluted with DCM (20 mL) and washed with saturated NaHCO3 solution (20 mL). The organic phase was collected, dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by flash chromatography using the gradient 4-8% MeOH/DCM to afford 124 (675 mg, 65% yield). MS (m/z): 455.2 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08404846B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-f10d76656fbf4a31a11d39eb3d420072
Quellennotizuspto-grants-2013_03