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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 427301Erstellt: 24. Oktober 2026

5-Amino-1-methyl-1H-pyrazole-4-carbonitrile → 4-Methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid (4-cyano-2-methyl-2H-pyrazol-3-yl)amide

https://huagongshe.com/de/reaction/427301

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Amino-1-methyl-1H-pyrazole-4-carbonitrileHCID 219740—
EduktSodium bis(trimethylsilyl)amideHCID 2724254—
EduktMethoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid 4-nitrophenyl esterHCID 69689660—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid (4-cyano-2-methyl-2H-pyrazol-3-yl)amideHCID 1013442234,8%

Reaktionsschritte

A solution of 5-amino-1-methyl-1H-pyrazole-4-carbonitrile (93 mg) in dimethyl formamide (10 ml) was treated with a solution of sodium hexamethyldisilazide in tetrahydrofuran (0.76 ml, 1.0M). After three minutes the mixture was treated with 4-methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid 4-nitrophenyl ester (150 mg) and the reaction stirred at room temperature for 2 hours. The solvent was removed in vacuo. Purification by flash chromatography (eluent ethyl acetate) to yield the title compound as an off-white solid (50 mg). TLC Rf 0.48 (ethyl acetate); MS found M+1 382.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06313116B1
Quelldatensatzuspto-grants-2001_11
ORD IDord-e5d06c294e4242d0a0167a947c4a05cb
Quellennotizuspto-grants-2001_11