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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512948Generated: October 30, 2026

Cyclohexene → 2-Amino-N-(5-(3,5-difluorobenzyl)-1H-indazol-3-yl)-4-(4-methylpiperazin-1-yl)benzamide

https://huagongshe.com/reaction/512948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
ReactantN-(5-(3,5-Difluorobenzyl)-1H-indazol-3-yl)-4-(4-methylpiperazin-1-yl)-2-nitrobenzamideHCID 25175858—
CatalystPalladiumHCID 23938—
Solvent1,4-DioxaneHCID 31275—
Product2-Amino-N-(5-(3,5-difluorobenzyl)-1H-indazol-3-yl)-4-(4-methylpiperazin-1-yl)benzamideHCID 2517586083.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of N-[5-(3,5-difluoro-benzyl)-1H-indazol-3-yl]-4-(4-methyl-piperazin-1-yl)-2-nitro-benzamide (3.21 g, 6.33 mmol), cyclohexene (20 mL), dioxane (200 mL) and 10% Pd/C (0.8 g) was stirred at 100° C. for 2 hours. The reaction mixture was filtered over a celite pad washing thoroughly with THF and MeOH. After evaporation of the organic phase, purification of the crude by chromatography over silica gel (DCM/MeOH 95/5) gave 2.51 g of title compound (83% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102662B2
Source datasetuspto-grants-2015_08
ORD IDord-6328ddfa0be241908c276c14456504b6
Source noteuspto-grants-2015_08