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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1425167Erstellt: 26. Oktober 2026

1-Hydroxybenzotriazole → cis(+/-)-4-Chloro-N-{3-(2,2-difluoroethoxy)-1-(trifluoroacetyl)piperidin-4-yl}-5-ethyl-1H-imidazole-2-carboxamide

https://huagongshe.com/reaction/1425167

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt4-chloro-5-ethyl-1H-imidazole-2-carboxylic acidHCID 67548929—
Eduktcis(+/-)-3-(2,2-Difluoroethoxy)-1-(trifluoroacetyl)piperidin-4-amineHCID 86648634—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelDimethylacetamideHCID 31374—
Produktcis(+/-)-4-Chloro-N-{3-(2,2-difluoroethoxy)-1-(trifluoroacetyl)piperidin-4-yl}-5-ethyl-1H-imidazole-2-carboxamideHCID 8664863566,3%

Reaktionsschritte

The same operation as in Example (106d) was performed using cis(±)-3-(2,2-difluoroethoxy)-1-(trifluoroacetyl)piperidin-4-amine obtained in Example (121e) (0.79 g, 2.86 mmol), 4-chloro-5-ethyl-1H-imidazole 2-carboxylic acid (85% content, 0.62 g, 3 mmol), WSC hydrochloride (1.15 g, 6 mmol), HOBt (0.61 g, 4.5 mmol), DMA (15 mL) and dichloromethane (15 mL). The resulting residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/4, 2/3, 3/2, 4/1) to obtain 0.82 g of the title compound as a colorless amorphous solid (63%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08927588B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-11cd631c1fbd4d47b0af86e3b40d01cc
Quellennotizuspto-grants-2015_01