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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 913626Erstellt: 24. Oktober 2026

Diisopropylethylamine → 4-Chloro-1-({5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-4-yl]-1,2,4-oxadiazol-3-yl}methyl)-2-propyl-1H-indole-5-carbonitrile

https://huagongshe.com/de/reaction/913626

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktPropylphosphonic anhydrideHCID 111923—
Edukt1-Methyl-5-(trifluoromethyl)pyrazole-4-carboxylic AcidHCID 2807771—
EduktHCID 178506478HCID 178506478—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Chloro-1-({5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-4-yl]-1,2,4-oxadiazol-3-yl}methyl)-2-propyl-1H-indole-5-carbonitrileHCID 57800454—

Reaktionsschritte

Synthesized as described in Example 32A and Example 33 using (1Z)-2-(4-chloro-5-cyano-2-propyl-1H-indol-1-yl)-N-hydroxyethanimidamide (0.030 g, 0.1 mmol) in anhydrous THF (5 mL) with propanephosphonic acid cyclic anhydride (T3P) (0.034 g, 0.12 mmol), 1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (0.0194 g, 0.1 mmol) and DIEA (0.016 g, 0.12 mmol) and stirred at rt for 1 h and then heated at 120° C. for 2 h in the microwave: 1H NMR (400 MHz, CDCl3) δ 8.07 (s, 1 H), 7.88 (d, J=0.9 Hz, 1 H), 7.53 (d, J=8.9 Hz, 1 H), 7.45 (d, J=8.6 Hz, 1 H), 5.40 (s, 2 H), 4.01 (s, 3 H), 2.96 (t, 2 H), 1.87-1.68 (m, 2 H), 1.03 (t, 3 H); MS (ES) m/z 449 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08026262B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-4663d65bc0ce4b6e911be188ed510e40
Quellennotizuspto-grants-2011_09