Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylhydrazine | HCID 6061 | — |
| Reactant | HCID 68811060 | HCID 68811060 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57650326 | HCID 57650326 | 75% |
Reaction Steps
To a solution of (R)-tert-butyl 2-(2-(4-chlorobenzyl)-3-(dimethylamino)acryloyl)pyrrolidine-1-carboxylate (120 mg, 0.3 mmol) in ethanol (4 mL) was added 1-methylhydrazine (60 μL, 2.4 mmol). The resulting solution was heated at 70° C. for 3 h and concentrated in vacuo. Purification of the resulting residue by silica gel column chromatography (hexanes/ethyl acetate gradient, 10-100% ethyl acetate) afforded (R)-tert-butyl 2-(4-(4-chlorobenzyl)-1-methyl-1H-pyrazol-3-yl)pyrrolidine-1-carboxylate (78 mg, 75%). LCMS: calculated: 375, found (MH+): 376.
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-a1416fb39ee64cf1bbb34ed146777e40 |
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| Source note | uspto-grants-2012_10 |
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