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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513824Generated: October 31, 2026

Water → HCID 66556759, compound

https://huagongshe.com/reaction/513824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantMonosodium phosphateHCID 23672064—
Reactant[5-Amino-1-(6-fluoro-2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1-benzenesulfonyl-1H-indol-2-yl)methanoneHCID 68160076—
SolventIsopropanolHCID 3776—
ProductHCID 66556759HCID 6655675991.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

[5-Amino-1-(6-fluoro-2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1-benzenesulfonyl-1H-indol-2-yl) methanone (114 mg, 0.22 mmol) was dissolved in isopropanol (2.2 ml), and an aqueous solution of 1 M sodium hydroxide (2.2 ml) was added thereto. The resulting mixture was heated at 90° C. with stirring under a nitrogen atmosphere for two hours. After the reaction mixture was cooled to room temperature, water and a saturated aqueous solution of sodium dihydrogen phosphate were added thereto. The product was extracted with ethyl acetate. The organic layer was isolated, washed with an saturated aqueous solution of sodium chloride, and dried over magnesium sulfate. The desiccant was removed by filtration. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (amino silica gel; dichloromethane/methanol=100/5) to give [5-amino-1-(6-fluoro-2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1H-indol-2-yl) methanone as a yellow solid (75 mg, 89.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102692B2
Source datasetuspto-grants-2015_08
ORD IDord-24cc81f1383f4ffba0dda8ce4f72dd98
Source noteuspto-grants-2015_08