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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 85175Erstellt: 24. Oktober 2026

Diisopropylethylamine → (R)-N-(3-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)phenyl)-2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxamide

https://huagongshe.com/de/reaction/85175

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
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—
EduktHCID 58552948HCID 58552948—
Edukt2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxylic acidHCID 67201602—
LösungsmittelWaterHCID 962—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt(R)-N-(3-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)phenyl)-2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxamideHCID 67203479—

Reaktionsschritte

2-(2-(Trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxylic acid (3; 75 mg, 0.24 mmol) was taken up in NMP (2 mL) along with (R)-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)aniline (133; 64.3 mg, 0.288 mmol) and HATU (186 mg, 0.49 mmol). DIEA (81 μL, 0.49 mmol) was added and the resulting reaction mixture was stirred at room temperature for 12 h. The temperature was then raised to 60° C. and the reaction mixture was allowed to stir for an additional 1 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 134, as a yellow solid (51.5 mg, 42%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846947B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-930a91f7a1494d79b2bed38bf4945ef7
Quellennotizuspto-grants-2014_09