HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 2-amino-N-(5-benzenesulfonyl-1H-indazol-3-yl)-4-(4-methyl-piperazin-1-yl)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | N-(5-benzenesulfonyl-1H-indazol-3-yl)-4-(4-methyl-piperazin-1-yl)-2-nitro-benzamide | HCID 59437077 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-amino-N-(5-benzenesulfonyl-1H-indazol-3-yl)-4-(4-methyl-piperazin-1-yl)-benzamide | HCID 59437087 | 86.1% |
Reaction Steps
N-(5-benzenesulfonyl-1H-indazol-3-yl)-4-(4-methyl-piperazin-1-yl)-2-nitro-benzamide (1.71 g, 3.29 mmol) was suspended in a mixture of tetrahydrofuran (17 mL), ethanol (33 mL), water (25 mL) and cyclohexene (17 mL), treated with 10% palladium on carbon and stirred under reflux. After two hours the reaction was cooled to room temperature and filtered over celite washing thoroughly with tetrahydrofuran. Evaporation of the filtrate and purification of the crude product by flash chromatography over silica gel (eluent: dichloromethane/methanol/33% NH4OH in 95:5:1 ratio) afforded 1.39 g of title compound as a yellow powder (86% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114865B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-015ecb48758f4f3ba63159b99173b846 |
| Source note | uspto-grants-2012_02 |