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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | N-(5-(3,5-Difluorobenzyl)-1H-indazol-3-yl)-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide | HCID 25175858 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Amino-N-(5-(3,5-difluorobenzyl)-1H-indazol-3-yl)-4-(4-methylpiperazin-1-yl)benzamide | HCID 25175860 | 83.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09102662B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-6328ddfa0be241908c276c14456504b6 |
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| Source note | uspto-grants-2015_08 |
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