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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 246259Erstellt: 23. Oktober 2026

Diisopropylethylamine → 2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1-pyridin-4-yl-ethyl)-amide

https://huagongshe.com/de/reaction/246259

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt1-(Pyridin-4-yl)ethan-1-amineHCID 247998—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Edukt2-bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acidHCID 58438525—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1-pyridin-4-yl-ethyl)-amideHCID 8667796893%

Reaktionsschritte

2-Bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (320 mg, 0.86 mmol), 1-(pyridin-4-yl)ethanamine (105 mg, 0.86 mmol) and DIPEA (449 mg, 2.58 mmol) were combined with DMF (5 mL) to give a yellow solution. HATU (327 mg, 0.86 mmol) was added and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with brine and extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with water and brine then dried with MgSO4, filtered and concentrated in vacuo to afford 380 mg (93%) of 2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1-pyridin-4-yl-ethyl)-amide as a red oil. MS: (M+H)+=477.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08658646B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-3021d35fdc9c4cd8beb52bea812431d5
Quellennotizuspto-grants-2014_02