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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2204851Erstellt: 27. Oktober 2026

Triphenylphosphine dibromide → 5-Bromo-3-(5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl)pyrazin-2-amine

https://huagongshe.com/reaction/2204851

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphine dibromideHCID 70579—
EduktDiisopropylethylamineHCID 81531—
Edukt3-amino-6-bromo-N'-(3-methylthiophene-2-carbonyl)pyrazine-2-carbohydrazideHCID 59472301—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-Bromo-3-(5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl)pyrazin-2-amineHCID 5947182959,3%

Reaktionsschritte

To a suspension of 3-amino-6-bromo-N′-(3-methylthiophene-2-carbonyl)pyrazine-2-carbohydrazide (7.85 g, 22.04 mmol) in anhydrous acetonitrile (117.8 mL) cooled in an ice bath was added DIPEA (8.546 g, 11.52 mL, 66.12 mmol) followed by dibromo(triphenyl)phosphorane (12.09 g, 28.65 mmol) portionwise. The resulting suspension was stirred at room temperature for 30 min and the precipitate isolated by filtration and washed with acetonitrile to give the product as a yellow solid (4.42 g, 52% yield); 1H NMR (400 MHz, DMSO) d 2.64 (s, 3H), 7.21 (d, 1H), 7.91 (3H, m) and 8.44 (s, 1H) ppm; MS (ES+) 340.04

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09365557B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-697dc441f44d49d68012f698508f728d
Quellennotizuspto-grants-2016_06