Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | HCID 68811060 | HCID 68811060 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57650483 | HCID 57650483 | 67% |
Reaction Steps
To a solution of (R)-tert-butyl 2-(2-(4-chlorobenzyl)-3-(dimethylamino)acryloyl)pyrrolidine-1-carboxylate (580 mg, 1.5 mmol) in ethanol (10 mL) was added hydrazine (480 mg, 15 mmol). The resulting solution was heated at 70° C. for 2 h and concentrated in vacuo. Purification of the resulting residue by silica gel column chromatography (hexanes/ethyl acetate gradient, 10-100% EtOAc) afforded (R)-tert-butyl 2-(4-(4-chlorobenzyl)-1H-pyrazol-5-yl)pyrrolidine-1-carboxylate (360 mg, 67%). LCMS: calculated: 365, found (MH+): 366.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288371B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-c2b5789513b742049a9a0581ec3f8c60 |
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| Source note | uspto-grants-2012_10 |
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