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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 884792Erstellt: 24. Oktober 2026

Triethylamine → 3-[5-Amino-4-(2-chlorobenzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methyl-benzamide

https://huagongshe.com/de/reaction/884792

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2-(2-Chlorobenzoyl)-3-phenylaminoacrylonitrileHCID 67024203—
EduktN-cyclopropyl-3-hydrazinyl-4-methylbenzamide 2,2,2-trifluoroacetateHCID 67024207—
LösungsmittelEthanolHCID 702—
Produkt3-[5-Amino-4-(2-chlorobenzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methyl-benzamideHCID 1132688339%

Reaktionsschritte

A solution of 2-(2-chlorobenzoyl)-3-phenylaminoacrylonitrile (93 mg, 0.33 mmol, 1.0 eq), N-cyclopropyl-3-hydrazino-4-methylbenzamide trifluoroacetate (104 mg, 0.33 mmol, 1 eq), and triethylamine (31 μL, 0.22 mmol, 1.0 eq) in 20 mL of ethanol was heated to 60° C. for 48 h. After cooling, the mixture was concentrated and the residue was dissolved in minimal ethyl acetate. 100 ml diethyl ether was added and the precipitate was filtered and dried to provide desired product (50 mg, 39%). HPLC (4 minute 10-90 gradient) tR 2.51 min; MS m/z 395.1 [M+H]+; 1H NMR (DMSO), δ 8.50 (d, J=3.8 Hz, 1 H), 7.93 (d, J=8.0 Hz, 1 H), 7.84 (s, 1 H), 7.57 (m, 5 H) 7.32 (s, 1 H), 7.01 (s, 2 H) 3.37 (m, 2 H), 2.86 (m, 1 H), 2.14 (s, 3 H), 1.09 (t, 2H), 0.68 (m, 2 H), 0.58 (m, 2 H) ppm

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08242117B2
Quelldatensatzuspto-grants-2012_08
ORD IDord-1aa58a30272b4ae0b02ec7c6b12245da
Quellennotizuspto-grants-2012_08