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HRID 75274Erstellt: 25. Oktober 2026

Triethylamine → 6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine-5-carbonitrile

https://huagongshe.com/reaction/75274

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTrimethylsilyl cyanideHCID 82115—
Edukt6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine 4-oxideHCID 86707962—
Lösungsmittel1,2-DichloroethaneHCID 11—
Produkt6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine-5-carbonitrileHCID 8670796376%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a stirred mixture of 6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine 4-oxide (3.8 g 14 mmol), Et3N (19.51 mL, 140 mmol) and DCE (20 mL) was added trimethylsilyl cyanide (9.38 mL, 70.0 mmol). The reaction mixture was stirred at 80° C. for 5 h, subsequently concentrated in vacuo, and purified by silica gel chromatography eluting with EtOAc/DCM (1:1) to give the title compound as an off-white solid (2.50 g, 76%, 2 steps). ESI-MS m/z [M+H]+ calc'd for C9H6BrN3, 236, 238; found 236, 238.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835420B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-5bf51d1d43ca44e6be25d8924d2e8dd3
Quellennotizuspto-grants-2014_09