Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | HCID 57703904 | HCID 57703904 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol tetrahydrofuran water | HCID 18504229 | — |
| Product | HCID 68983780 | HCID 68983780 | 93% |
Reaction Steps
A suspension of 5-(3,5-difluoro-benzenesulfonyl)-6,6-dimethyl-3-[4-(4-methyl-piperazin-1 yl)-2-nitro-benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-2-carboxylic acid ethyl ester (1.50 g, 2.3 mmol), cyclohexene (15 eq., 20 mL), 2N HCl (13 eq., 15 mL), in tetrahydrofuran-water-ethanol (2:1.5:1.5, 50 mL) was treated with 10% Pd—C (0.55 g). The reaction mixture was stirred at 70° C. for 3 hours, and then filtered on decalite. The filtering pad was washed thoroughly with tetrahydrofuran and ethanol. The filtrate was then evaporated to dryness affording the title compound as beige powder (1.4 g, 93% yield) that was used in the next steps without any further purification.
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-e0d03d2989094297a132e6bc300ea8b3 |
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| Source note | uspto-grants-2015_04 |
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