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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 31412Erstellt: 24. Oktober 2026

Diisopropylethylamine → 2-Chloro-N-(3-iodo-4-methylphenyl)pyridine-4-carboxamide

https://huagongshe.com/de/reaction/31412

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt3-Iodo-p-toluidineHCID 118889—
Edukt2-Chloroisonicotinic acidHCID 236985—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Chloro-N-(3-iodo-4-methylphenyl)pyridine-4-carboxamideHCID 2191455789,5%

Reaktionsschritte

2-Chloroisonicotinic acid (3.3 g, 21 mmol), HATU (8.75 g, 23 mmol), diisopropylethyl amine (10.9 ml, 63 mmol) and 3-iodo-4-methylaniline (5.00 g, 21 mmol) in dimethylformamide (50 ml) were heated under nitrogen for 16 hours. The reaction was cooled, solvent removed in vacuo and the residue taken up in dichloromethane (150 ml). The organic solution was washed with water (3×100 ml) and brine (100 ml), dried over magnesium sulfate, filtered and solvent removed in vacuo. The residue was purified by column chromatography (40:60 ethyl acetate:cyclohexane) to give 2-chloro-N-(3-iodo-4-methylphenyl)-isonicotinamide as a white solid (7.00 g, 18.8 mmol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425555B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-d4e6a59278a04225b468bb83eac89466
Quellennotizuspto-grants-2008_09