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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 85096Erstellt: 25. Oktober 2026

2-Aminothiazole → N-(thiazol-2-yl)-2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxamide

https://huagongshe.com/reaction/85096

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-AminothiazoleHCID 2155—
EduktDiisopropylethylamineHCID 81531—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Edukt2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxylic acidHCID 67201602—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-(thiazol-2-yl)-2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxamideHCID 44546587—

Reaktionsschritte

2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxylic acid (3; 75 mg, 0.24 mmol) was taken up in DMF (2 mL) along with thiazol-2-amine (4; 24 mg, 0.24 mmol) and HATU (186 mg, 0.49 mmol). DIEA (81 μL, 0.49 mmol) was added. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was diluted with water and filtered. The collected solids were further purified by silica gel chromatography to afford the desired product, namely N-(thiazol-2-yl)-2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxamide (Compound 208), as a white solid (35 mg, yield: 38%). MS (ESI) calcd for C18H11F3N4OS: 388.06; found: 389 [M+H].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846947B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-3c2ba477f6d94fa092f40a68852f9585
Quellennotizuspto-grants-2014_09