Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | HCID 57703875 | HCID 57703875 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57703862 | HCID 57703862 | 54% |
Reaction Steps
To a solution of 360 mg (1.91 mmol, 5 eq.) of SnCl2 in 3 mL of ethanol at 60° C. were added a solution of 230 mg (0.39 mmol) of 5-(3-fluoro-benzenesulfonyl)-3-[4-(4-methyl-piperazin-1-yl)-3-nitro-benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester in 2 mL of ethanol and 2 mL of concentrated hydrochloric acid. After 2 hours, the solvent was removed under reduced pressure, the residue was treated with saturated sodium hydrogencarbonate solution, extracted with ethyl acetate, and the organic phase dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was purified by flash column chromatography, using dichloromethane-methanol 9:1 as eluant, to give 120 mg (54% yield) of 3-[3-amino-4-(4-methyl-piperazin-1-yl)-benzoylamino]-5-(3-fluoro-benzenesulfonyl)-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09012487B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-15d0daf921104c739c0b25f81935432f |
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| Source note | uspto-grants-2015_04 |
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