Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 18358869 | HCID 18358869 | — |
| Catalyst | nickel boride (NiB) | HCID 82791 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 18358864 | HCID 18358864 | 62.5% |
Reaction Steps
A suspension of nickel boride (3.56 g) and 1N HCl (16 mL) in methanol (65 mL) was added to ethyl 3-phenyl-4-(4-chloro-2-nitrobenzoyl)-1H-pyrazole-5-carboxylate (1.5 g, 3.7 mmol) and the mixture heated to 60° C. for 18 hours. The reaction mixture was filtered and the filtrate concentrated via rotovap to a green solid (2.38 g). The solid was dissolved in ethyl acetate (100 mL) and extracted with water (2×50 mL) and brine (1×50 mL). The organic layer was dried over sodium sulfate and concentrated to a dark green oil (1.5 g) which was washed with a small amount of hexanes to yield the title compound as a yellow solid (0.855 g, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06124281 |
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| Source dataset | uspto-grants-2000_09 |
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| ORD ID | ord-55e4125643d24e759b2b233c3f30c991 |
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| Source note | uspto-grants-2000_09 |
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